• Congratulations to Dr. Christopher Haley on defending his Ph.D. Thesis, and best wishes to his pursuit of a law career at Choate Hall & Stewart LLP in Boston !
• The group welcomes five new grad students! Here's to formative years to come: Eric Alexy, Carina Jette, Fa Ngamnithiporn, Chris Reimann, and Zainab Al Saihati (joint with the Grubbs group).
• Welcome to postdoc Dr. Eric Welin from the MacMillan Group!
• For a how-to on KOtBu-catalyzed silylation chemistry, please see: "Catalytic C–H bond silylation of aromatic heterocycles," published in Nat. Protoc. Find it on our publications page.
• Farewell to visting scholars Woo-ok Jung and Ryohei Doi! Woo-ok returns to Korea to complete her Ph.D.; Ryohei will begin as an Assistant Professor at Hokkaido University.
• The allylic alkylation legacy continues with cyclopentanones: "Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Cyclopentanones," which can be seen in Org. Lett. Find it on our publications page.
•Congratulations to postdoc Jared Moore on winning an NIH Postdoctoral Fellowship!
•The Stoltz Lab bids goodbye to Postdoctoral Scholar Noriko Okamoto as she returns to her position as Assistant Professor at Hiroshima International University.
•Sayonara to visiting scholars Jun Kikuchi and Satoshi Hashimoto! They return to Japan to complete their Ph.Ds.
•The Stoltz Lab bids adieu to visiting scholar Louise Lefoulon, who returns to the National Graduate School of Chemistry and Engineering (ENSCCF) to complete her graduate studies.
• A rarefied publication, "Label-free detection of single nanoparticles and biological molecules using microtoroid optical resonators," can be found in the NPG journal Light Sci. Appl. Find it on our publications page.
• Our epic Org Syn, "Preparation of (S)-tert-ButylPyOx and Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids," makes an appearance on Org. Synth. Find it on our publications page.
• Allylic oxidation strikes again: "Palladium(II)-Catalyzed Allylic C-H Oxidation of Hindered Substrates Featuring Tunable Selectivity Over Extent of Oxidation" in Angew. Chem. Int. Ed. Find it on our publications page.
• We are pleased to present, "Palladium-Catalyzed Decarbonylative Dehydration for the Synthesis of α-Vinyl Carbonyl Compounds and Total Synthesis of (−)-Aspewentins A, B, and C" in Angew. Chem. Int. Ed. Find it on our publications page.
• We have published a stylish account of our research, "Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Cyclic Electrophiles" in Org. Process Res. Dev. Find it on our publications page.
• Check out our paper, "An Efficient Protocol for the Palladium-Catalyzed Asymmetric Decarboxylative Allylic Alkylation Using Low Palladium Concentrations and a Palladium(II) Precatalyst" in Adv. Synth. Catal. Find it on our publications page.
• An Organic Process & Research Development summary article highlights our silylation methodology.
• The Stoltz Lab bids farewell to visiting scholar Betul Kitir as she returns to the Technical University of Denmark to complete her PhD.
• A lovely paper, "Synthesis and Exploration of Electronically Modified (R)-5,5-Dimethyl-(p-CF3)3-i-PrPHOX in Palladium-Catalyzed Enantio- and Diastereoselective Allylic Alkylation: A Practical Alternative to (R)-(p-CF3)3-t-BuPHOX" is published in Tetrahedron Lett. Find it on our publications page.
• Professor Li-Wen Xu discusses our recent silylation methodology in a review on arene silylations published in ChemSusChem.
• A classy paper, "Construction of Tertiary Chiral Centers by Pd-catalyzed Asymmetric Allylic Alkylation of Prochiral Enolate Equivalents" is published in Tetrahedron. Find it on our publications page.
• Our expedient total synthesis, "Exceedingly Efficient Synthesis of (±)-Grandifloracin and Acylated Analogues" is published in Org. Lett. You can find it on our publications page.
• A warm congratulations to our newly minted PhDs from the heavy-hitting entering class of 2010: Dr. Rob Craig, Dr. Chung Whan Lee, Dr. Yiyang Liu, and Dr. Corey Reeves! Rob will go on to postdoc with Professor Justin Du Bois at Stanford; Chung Whan returns to Korea to work at LG; Yiyang will postdoc with Professor Adam Matzger at the University of Michigan; and Corey will take a position at Amgen in Thousand Oaks.
• NASA and rawscience highlight the environmental and industry implications of our KOTBu-mediated silylation methodology.
• The broad implications of our recently described KOTBu-catalyzed silylation method are explained in a new cinematic short documentary produced by the Resnick Institute!
• Check out the recent "chemistryworld" article, Back to Basics for Silylation, featuring our recent KOtBu catalyzed silylation procedure
• The Stoltz Group warmly welcomes postdoc Dr. Kazato Inanaga Ph.D., Senior Researcher at Astellas Pharma
• Congratulations to Elizabeth Goldstein on receiving an NSF Graduate Research Fellowship!
• The Stoltz Group congratulates Professor Jiro Tsuji on receiving the Tetrahedron prize! Check out our twitter for images!
• Check out this ScienceWatch news article highlighting our work on benzyne chemistry!
• The Stoltz Lab bids farewell to Dr. Marc Liniger and wishes him the best of luck at Givaudan
• The group extends a warm congratulations to Professor Hosea M. Nelson on his appointment as an Assistant Professor at UCLA! UCLA News Bulletin.
• Another publication, "Catalytic Enantioselective Construction of Quaternary Stereocenters: Assembly of Key Building Blocks for the Synthesis of Biologically Active Molecules" goes live on Acc. Chem. Res. You can find it on our publications page.
• A great February publication, "Enantioselective Synthesis of Dialkylated N-Heterocycles by Palladium-Catalyzed Allylic Alkylation" is presented in Org. Lett. You can find it on our publications page.
• The group bids farewell to visiting scholar Professor Yusuke Kita. Best wishes to him as he continues his research endeavors at Osaka University!
• Prof. Brian Stoltz, in collaboration with the laboratories of Prof. Paul Wennberg and Prof. Mitchio Okumura, has been awarded a grant from the Camille and Henry Dreyfus Foundation's Postdoctoral Program in Environmental Chemistry to appoint a postdoctoral fellow to work on "innovative fundamental research in the chemical sciences or engineering related to the environment." - See more at the Caltech Press Release
• Check out our recent publication, "Silylation of C–H bonds in Aromatic Heterocycles by an Earth-abundant Metal Catalyst" in Nature! You can find it on our publications page. Please also see the Press Release entitled "Potassium Salt Outperforms Precious Metals As a Catalyst".
• The group bids farewell to visiting scholar Mario Weisenfeldt. Good luck to Mario as he continues his graduate studies under Prof. Dr. Frank Glorius at Westfälische Wilhelms-Universität Münster.
• Our recent publication, "Selective Syntheses of Leuconolam, Leuconoxine, and Mersicarpine Alkaloids from a Common Intermediate through Regiocontrolled Cyclizations by Staudinger Reactions" has been published in Org. Chem. Front. You can find it on our publications page.
• We extend a warm welcome to our new postdoctoral scholar, Dr. Masaki Hayashi.
• The Stoltz Group welcomes six new graduate students! May your chemistry blossom: Elizabeth Goldstein, Jiaming Li (joint with the Grubbs group) Steven Loskot, David Schuman, Alexander Sun, and Austin Wright.
• Our recent publication, " Enantioselective Synthesis of α-Quaternary Mannich Adducts by Palladium-Catalyzed Allylic Alkylation: Total Synthesis of (+)-Sibirinine" has been published in J. Am. Chem. Soc. You can find it on our publications page.
• Our publication entitled "Palladium-Catalyzed Decarbonylative Dehydration of Fatty Acids for the Production of Linear Alpha Olefins" was recently featured in a Highlight article in Org. Chem. Highlights. See our publications page (#147) for links.
• We're excited to present, "Mechanistic Analysis of an Asymmetric Palladium-Catalyzed Conjugate Addition of Arylboronic Acids to β-Substituted Cyclic Enones" in Chem. Sci. You can find it on our publications page.
• We recently published two full papers, "Evolution of a Unified, Stereodivergent Approach to the Synthesis of Communesin F and Perophoramidine" in J. Org. Chem. and "Synthesis of Diverse β-Quaternary Ketones via Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to Cyclic Enones" in Tetrahedron. You can find them on our publications page.
• Our recent publication, "A Catalytic, Enantioselective Formal Synthesis of (+)-Dichroanone and (+)-Taiwaniaquinone H" has been published in Org. Lett. You can find it on our publications page. Also, our research page has been updated. Take a look at an overview of some of the major projects ongoing in our group!
• Our recent publication, "Enantioselective Synthesis of α-Secondary and α-Tertiary Piperazin-2-ones and Piperazines by Catalytic Asymmetric Allylic Alkylation" has been published in Angew. Chem. Int. Ed. and Angew. Chem. You can find it on our publications page.
• Our recent publication, "Stereochemical evaluation of bis(phosphine) copper catalysts for the asymmetric alkylation of 3-bromooxindoles with α-arylated malonate esters" has been published in Tetrahedron You can find it on our publications page.
• Our recent publication, "Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation" has been published in Beilstein J. Org. Chem. You can find it on our publications page.
• Our recent publication, "The Total Syntheses of Basiliolide C, epi-Basiliolide C, and Protecting-Group-Free Total Syntheses of Transtaganolides C and D" has been published in J. Org. Chem. You can find it on our publications page.
• Our recent publication, "A New Method for the Cleavage of Nitrobenzyl Amides and Ethers" has been published in Tet. Lett. You can find it on our publications page.
• Our most recent publication, "Highly functionalized donor–acceptor cyclopropanes applied toward the synthesis of the Melodinus alkaloids" has been published in Tet. Lett. You can find it on our publications page.
• Brian was selected to recieve the 2015 Mukaiyama Award for "The discovery and development of new reactions and processes for the synthesis of complex natural products and non-naturally occurring bioactive structures." Congratulations, Brian!
• Our most recent publication, "A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine Org. Lett. You can find it on our publications page.
• Stoltz group students recently judged a science fair at Bejanmin Franklin Magnet School!
• Our most recent publication, "Biosynthesis and Chemical Synthesis of Presilphiperfolanol Natural Products" has been published in Angew. Chem. Int. Ed. and Angew. Chem. You can find it on our publications page.
• Our most recent publication, "Development of (Trimethylsilyl)ethyl Ester Protected Enolates and Applications in Palladium-Catalyzed Enantioselective Allylic Alkylation: Intermolecular Cross-Coupling of Functionalized Electrophiles" has been published in Org. Lett. You can find it on our publications page.
• Our recent publication, "Palladium-catalyzed decarboxylative allylic alkylation of diastereomeric β-ketoesters," has been published in Tetrahedron You can find it on our publications page.
• Our most recent publication, "Stereoselective Lewis Acid Mediated (3+2) Cycloadditions of N-H- and N-Sulfonylaziridines with Heterocumulenes" has been published in Chem.—Eur. J. You can find it on our publications page.
• Caltech was recently the subject of two Times Higher Education features. Check out Caltech's secret to success and the 10 reasons why Caltech was ranked the world's number one university.
• Our latest collaborative review, "Toward a Symphony of Reactivity: Cascades Involving Catalysis and Sigmatropic Rearrangements," has been published in Angew. Chem. Int. Ed. and Angew. Chem. You can find it on our publications page.
• Our collaboration with the Seinfeld and Wennberg groups, "Gas Phase Production and Loss of Isoprene Epoxydiols," has been published in J. Phys. Chem. A You can find it on our publications page.
• Our most recent collaboration with the Grubbs group, "Palladium-Catalyzed Decarbonylative Dehydration of Fatty Acids for the Production of Linear Alpha Olefins," has been published in Adv. Synth. Catal. You can find it on our publications page.
• Our partnership with Bejanmin Franklin Magnet School was featured on the Center for C–H Activation Website!
• Our recent publication, "Enantio-, Diastereo- and Regioselective Iridium-Catalyzed Asymmetric Allylic Alkylation of Acyclic β-Ketoesters," was Synfact of the Month!
• Our recent publication, "Asymmetric Synthesis of QUINAP via Dynamic Kinetic Resolution," has been featured in Synfacts!
• Our recent publication, "Construction of Vicinal Tertiary and All-Carbon Quaternary Stereocenters via Ir-Catalyzed Regio‑, Diastereo‑, and Enantioselective Allylic Alkylation and Applications in Sequential Pd Catalysis," has been featured in Synfacts!
• Our most recent publication, "A Unified Approach to the Daucane and Sphenolobane Bicyclo[5.3.0]decane Core: Enantioselective Total Syntheses of Daucene, Daucenal, Epoxydaucenal B, and 14-p-Anisoyloxydauc-4,8-diene" has been published in Chem.—Eur. J. You can find it on our publications page.
• Congratulations to former Stoltz Group visiting scholar Kei Murakami for his appointment as Assistant Professor at Kyoto University in the group of Profs. Atsuhiro Osuka and Hideki Yorimitsu.
• Our most recent publication, "Enantio-, Diastereo- and Regioselective Iridium-Catalyzed Asymmetric Allylic Alkylation of Acyclic β-Ketoesters" has been published in J. Am. Chem. Soc. You can find it on our publications page.
• Our latest collaboration with the Caltech Center for Catalysis and Chemical Synthesis, "Asymmetric Synthesis of QUINAP via Dynamic Kinetic Resolution," can be found on the J. Am. Chem. Soc. Just Accepted Manuscripts page. You can find a link on our publications page.
• Our latest collaboration with the Prasadarao group at Children's Hospital Los Angeles, "Angiotensin receptor I - A novel target for preventing neonatal meningitis in mice by Escherichia coli K1," can be found on the J. Infect. Dis. Accepted Manuscripts page. You can find a link on our publications page.
• Our latest collaboration with the Houk group at UCLA, "Mechanism and Enantioselectivity in Palladium-Catalyzed Conjugate Addition of Arylboronic Acids to β-Substituted Cyclic Enones: Insights from Computation and Experiment" can be found on the J. Am. Chem. Soc. Just Accepted Manuscripts page. You can find a link on our publications page.
• Our most recent publication, "A scalable synthesis of the (S)-4-(tert-butyl)-2-(pyridin-2-yl)-4,5-dihydrooxazole ((S)-t-BuPyOx) ligand" has been published in Beilstein J. Org. Chem. You can find it on our publications page.
• Please check out the Dow Lab Safety Academy for useful information on safe practices in the laboratory. There is also a link up on our links page.
• Our most recent publication, "Construction of Vicinal Tertiary and All-Carbon Quaternary Stereocenters via Ir-Catalyzed Regio‑, Diastereo‑, and Enantioselective Allylic Alkylation and Applications in Sequential Pd Catalysis" has been published in J. Am. Chem. Soc. You can find it on our publications page.
• Our most recent publication, "Enantioselective Synthesis of the 5–6–7 Carbocyclic Core of the Gagunin Diterpenoids" has been published in Org. Lett. You can find it on our publications page.
• Our most recent collaboration with Caltech professor Niles Pierce, "Selective Nucleic Acid Capture with Shielded Covalent Probes" has been published in J. Am. Chem. Soc. You can find it on our publications page.
• Our most recent publication, "Enantioselective Construction of α-Quaternary Cyclobutanones by Catalytic Asymmetric Allylic Alkylation" has been published in Angew. Chem. Int. Ed. You can find it on our publications page.
• Our most recent publication, "Total Syntheses of (−)-Transtaganolide A, (+)-Transtaganolide B, (+)-Transtaganolide C, and (−)-Transtaganolide D and Biosynthetic Implications" has been published in Angew. Chem. Int. Ed. You can find it on our publications page.
• Our most recent publication, "The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis" has been published in Eur. J. Org. Chem You can find it on our publications page.
• Our most recent publication, "Development of a palladium-catalyzed decarboxylative cross-coupling of (2-azaaryl)carboxylates with aryl halides" has been published in Tetrahedron You can find it on our publications page.
• Our most recent publication, "Expanding Insight into Asymmetric Palladium-Catalyzed Allylic Alkylation of N-Heterocyclic Molecules and Cyclic Ketones" has been published in Chem.—Eur. J. You can find it on our publications page.
• Our most recent publication, "Use of a palladium(II)-catalyzed oxidative kinetic resolution in synthetic efforts toward bielschowskysin" has been published in Tetrahedron You can find it on our publications page.
• Our most recent publication, "Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to Heterocyclic Acceptors" has been published in Chem.—Eur. J. You can find it on our publications page.
• Our most recent publication, "Rapid and Convergent Synthesis of a 2,4’-Linked Tri-oxazole in an Approach to Poly-oxazoles" has been published in Heterocycles. You can find it on our publications page.
• Our most recent publication, "The Reaction Mechanism of the Enantioselective Tsuji Allylation: Inner-Sphere and Outer-Sphere Pathways, Internal Rearrangements, and Asymmetric C–C Bond Formation" has been published in J. Am. Chem. Soc. You can find it at our publications page.
• Our most recent publication, "Enantioselective Synthesis of a Hydroxymethyl-cis-1,3-cyclopentenediol Building Block" has been published in Org. Lett. You can find it at our publications page.
• Our most recent publication, "Lewis Acid Mediated (3 + 2) Cycloadditions of Donor–Acceptor Cyclopropanes with Heterocumulenes" has been published in Org. Lett. You can find it at our publications page.
• Pam and Chris's Chemistry themed wedding reception was covered in a recent C&E News blog post.
• Welcome to our newest graduate student, Katerina Korch from Juniata College!
• Our recent publication, "Enantioselective Total Synthesis of the Reported Structures of (–)-9-epi-Presilphiperfolan-1-ol and (–)-Presilphiperfolan-1-ol: Structural Confirmation and Reassignment and Biosynthetic Insights." has been published in Angew. Chem. Int. Ed. You can find it at our publications page.
• Our recent publication, ""A C–N Insertion of β-Lactam to Benzyne: Unusual Formation of Acridone" has been published in Tetrahedron Lett.. You can find it at our publications page.
• Congratulations to recent Stoltz group graduates! Keep up the hard work!
• The final projects for undergraduate organic chemistry course Ch 041c have been posted on YouTube. Enjoy cartoons, music videos and more on the Chemistry 041c page and learn while you watch!
• Our recent review article, "A Comprehensive History of Arynes in Natural Product Total Synthesis" has been published in Chem. Rev. The paper may be found on our publications page.
• Our recent publication, "Enantioselective construction of quaternary N-heterocycles by palladium-catalysed decarboxylative allylic alkylation of lactams," has been discussed in a press release entitled "Caltech Chemists Devise Chemical Reaction that Holds Promise for New Drug Development". The paper may be found on our publications page.
• Our publication entitled "Benzuannulated Bicycles by Three-Component Aryne Reactions" was recently featured in a Highlight article in Angew. Chem. Int. Ed. See our publications page (#113) for links.
• Our most recent publication entitled "Enantioselective construction of quaternary N-heterocycles by palladium-catalysed decarboxylative allylic alkylation of lactams" has been published in Nature Chemistry. You may find it at our publications page.
• Our most recent publication entitled " Palladium-catalyzed asymmetric alkylation in the synthesis of cyclopentanoid and cycloheptanoid core structures bearing all-carbon quaternary stereocenters" has been published in Tetrahedron. You may find it at our publications page.
• Our most recent publication entitled "Enantioselective Decarboxylative Alkylation Reactions: Catalyst Development, Substrate Scope, and Mechanistic Studies" has been published in Chemistry — A European Journal. You may find it at our publications page.
• Our most recent publication entitled "Synthesis of enantioenriched γ-quaternary cycloheptenones using a combined allylic alkylation/Stork–Danheiser approach: preparation of mono-, bi-, and tricyclic systems" has been published in Organic and Biomolecular Chemistry. You may find it at our publications page.
• Our publication on the enantioselective total synthesis of Liphagal was featured as the SYNFACT of the month for October! See our publications page (#116) for links.
• Our publication on a palladium-catalyzed asymmetric Baeyer–Villiger reaction was highlighted in Organic Process Research and Development as an item of interest to Process Chemists and Engineers! See our See See our publications page (#115) for links
• Our recent publication on our approach to the Melodinus Alkaloids was one of the top 20 accessed publications in Organic Letters for the month of July!
• Our recent publication on our synthesis of the Integrastatin core was one of the top 10 accessed publications in Organic & Biomolecular Chemistry for the month of July! See See our publications page (#117) for links
• Our paper on the synthesis of the Transtaganolides and Basiliolides was recently featured in synfacts! See our publications page (#112) for links.
• Our recent publication entitled "A Palladium-Catalyzed Vinylcyclopropane (3 + 2) Cycloaddition Approach to the Melodinus Alkaloids" has been published in Organic Letters and can be found on our publications page.
• Our recent full paper entitled "Total Syntheses of Cyanthiwigins B, F, and G" has been published in Chemistry – A European Journal and can be found on our publications page.
• Our recent publication entitled "Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to Five-, Six-, and Seven-Membered β-Substituted Cyclic Enones: Enantioselective Construction of All-Carbon Quaternary Stereocenters" was featured as the SYNFACT of the month! See our publications page (#114) for links.
• Our latest publication, "A rapid and convergent synthesis of the integrastatin core", has been published in Organic & Biomolecular Chemistry and can be found on our publications page.
• Our latest publication, "The Catalytic Enantioselective Total Synthesis of (+)-Liphagal", has been published in Angewandte Chemie, International Edition and can be found on our publications page.
• We've uploaded photos from our recent visit with the Raccoon Room: Teaching 4-year-olds about CO2! Check our "Photos" page by clicking here.
• Our publication entitled "Palladium-Catalyzed, asymmetric Baeyer–Villiger oxidation of prochiral cyclobutanones with PHOX ligands" has been published in Tetrahedron and can be found on our publications page.
• Brian has been featured on the ABC Radio National's "The Science Show" in their installment "Making New Molecules". A link to the show can also be found on our chemistry links page.
• Our publication entitled "Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to Five-, Six-, and Seven-Membered β-Substituted Cyclic Enones: Enantioselective Construction of All-Carbon Quaternary Stereocenters" has been published in The Journal of the American Chemical Society and can be found on our publications page.
• Our most recent paper titled "Benzuannulated Bicycles by Three-Component Aryne Reactions" has been published in Angewandte Chemie, International Edition and can be found here.
• Our most recent paper titled "A General Approach to the Basiliolide/Transtaganolide Natural Products: Total Syntheses of Basiliolide B, epi-8-Basiliolide B, Transtaganolide C, and Transtaganolide D" has been published in Angewandte Chemie, International Edition and can be found here.
• Our most recent paper titled "Ring-Contraction Strategy for the Practical, Scalable, Catalytic Asymmetric Synthesis of Versatile γ-Quaternary Acylcyclopentenes" has been published in Angewandte Chemie, International Edition and can be found here.
• Our most recent paper titled "A Catalytic, Asymmetric Formal Synthesis of (+)-Hamigeran B" has been published in Organic Letters and can be found here.
• We are pleased to announce our collaboration with the Center for Stereoselective C-H Functionalization led by Prof. Huw Davies at Emory.
• We've updated our "Useful Chemistry Links" page with a link to a handy Chemistry Reference Resolver (also featured on our homepage), and a link to a useful OPR&D paper on polar solvent extraction. E-mail the webmaster if you have any suggestions!
• Congrats to Stoltz Group Alum, Uttam Tambar, on his first independent publication, titled "Catalytic Enantioselective [2,3]-Rearrangements of Amine N-Oxides."
• Welcome to our new first-year graduate students: Rob, Doug, Christopher, Chung, Yiyang, and Corey.
• We have uploaded photos from a number of recent events to the website, including our Holiday Party, Brian's 40th, thesis defenses, and our pool party. These albums can be found here.
• Our most recent paper titled "Confirmation of the absolute configuration of (–)-aurantioclavine" has been published in Tetrahedron Letters and can be found here.
• Our recent paper titled "Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides" has been published in Tetrahedron Letters and can be found here.
• Our most recent paper titled "High-Throughput Screening of the Asymmetric Decarboxylative Alkylation Reaction of Enolate-Stabilized Enol Carbonates" has been published in Synlett and can be found here.
• Our recent publication entitled "A palladium-catalysed enolate alkylation cascade for the formation of adjacent quaternary and tertiary stereocentres" was recently featured in C&E News and Synfacts. See our publications page (#100) for links.
• Our newest publications are now online, entitled "A general enantioselective route to the chamigrene natural product family" and "Efforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesis". These can be found here.
• Kathrin documented our move to Schlinger Laboratory and prepared a slide show for our move-in party - here are the slides!
• Have a look at our new Lab Tour page, featuring pictures from our new facility. More pictures of Schlinger Laboratory can also be found here.
• The group's review on Enantioselective Protonation has been featured in the Nature Chemistry first year anniversary highlights! Click here.
• The group's latest collaborative publication titled "NMR Chemical Shifts of Trace Impurities: Common Laboratory Solvents, Organics, and Gases in Deuterated Solvents Relevant to the Organometallic Chemist" has been published in Organometallics and can be found here.
• The Stoltz Group is moving to our brand new home in the Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering. Pictures of the new facility can be found here. Photos documenting our move will be uploaded soon!
• The most recent publication from the group, entitled "Aryne Acyl-Alkylation in the General and Convergent Synthesis of Benzannulated Macrolactone Natural Products: An Enantioselective Synthesis of (–)-Curvularin", has been accepted and published in Organic Letters. Take a look here.
• The group's latest publication titled "Regioselective Reactions of Highly Substituted Arynes" has been published in Organic Letters and can be found here.
• The group's latest publication titled "A palladium-catalysed enolate alkylation cascade for the formation of adjacent quaternary and tertiary stereocentres" has been published in Nature Chemistry and can be found here.
• The group's method for enantioselective alkylations of oxindoles has been featured in Synfacts, 2010, 65. A link to the article can be found here.
• Former undergraduate researcher Randie Kim appeared on Jeopardy! recently, winning $25,201! Click here for details!
• The group's latest full paper, titled "The Palladium-Catalyzed Aerobic Kinetic Resolution of Secondary Alcohols: Reaction Development, Scope, and Applications" has been published in Chemistry - A European Journal and can be found here.
• The group's latest publication titled "Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation" has been published in Organic and Biomolecular Chemistry and can be found here.
• The group's latest publication titled "Catalytic Enantioselective Stereoablative Alkylation of 3-Halooxindoles: Facile Access to Oxindoles with C3 All-Carbon Quaternary Stereocenters" has been published in Angewandte Chemie and can be found here.
• The Stoltz Group's intramural softball team won the league championship! Click here to find the team picture!
• The group's latest publication titled "Unusual Allylpalladium Carboxylate Complexes: Identification of the Resting State of Catalytic Enantioselective Decarboxylative Allylic Alkylation Reactions of Ketones" has been published in Angewandte Chemie and can be found here.
• Brian was recently awarded the Tetrahedron Young Investigator Awards for Organic Synthesis for 2010. Congratulations!
• The group's latest review titled "Enantioselective Protonation" has been published in Nature Chemistry and can be found here.
• The group's publication titled "A Concise Total Synthesis of (-)-Quinocarcin via Aryne Annulation" has been featured in Synfacts, 2009, 708. The article can be found here.
• The group's synthesis of (+)-Cassiol has been featured in Synfacts, 2009, 712. The article can be found here.
• The group's latest publication titled "An efficient synthesis of the carbocyclic core of zoanthenol" has been published in Tetrahedron and can be found here.
• Brian was recently awarded the Raymond and Beverly Sackler Prize in the Physical Sciences. Congratulations!
• The group's latest publication titled "Synthetic efforts toward cyathane diterpenoid natural products" has been published in Nat. Prod. Rep. and can be found here.
• The group's latest publication titled "Unexpected decarbonylation during an acid-mediated cyclization to access the carbocyclic core of zoanthenol" has been published in Tetrahedron Lett. and can be found here.
• The group's publication titled "Palladium-Catalyzed Enantioselective Oxidation of Chiral Secondary Alcohols: Access to Both Enantiomeric Series" has been featured in Synfacts, 2009, 121. The article can be found here on the Synfacts page.
• Take a look at the group's three latest publications in Org. Synth. Titled "Preparation of (S)-2-Allyl-2-methylcyclohexanone", "Preparation of (S)-tert-ButylPHOX", and "The Direct Acyl-Alkylation of Arynes. Preparation of Methyl 2-(2-AcetylPhenyl)Acetate." They can be found here.
• The group's publication concerning "A Concise Total Synthesis of (-)-Quinocarcin via Aryne Annulation" has been featured in Chemistry World's Totally Synthetic column. Take a look here.
• The group's latest communication, "Progress toward the Synthesis of the Transtaganolide/Basiliolide Natural Products: An Ireland-Claisen Approach", has been published in Tetrahedron Lett. and can be found here.
• The group's latest paper, "Side Chain Chemistry Mediates Backbone Fragmentation in Hydrogen Deficient Peptide Radicals", has been published in J. Proteome Res. and can be found here.
• Take a look at the group's two latest papers! The "Catalytic Enantioselective Approach to the Eudesmane Sesquiterpenoids: Total Synthesis of (+)-Carissone" and the "Enantioselective Total Synthesis of (+)-Cassiol" have both been published in Org. Lett. and can be found here.
• Pictures from the group holiday party are now online, and can be found here.
• The latest publication from the group describing "A Concise Total Synthesis of (-)-Quinocarcin via Aryne Annulation" has been accepted to J. Am. Chem. Soc. and can be found here.
• The group's recent publication concerning "Catalytic Enantioselective Alkylation of Substituted Dioxanone Enol Ethers" has been featured in the November issue of Synfacts.
• The group's latest paper, titled "Structural Features and Reactivity of (Sparteine)PdCl2: A Model for Selectivity in the Oxidative Kinetic Resolution of Secondary Alcohols", has been published in J. Am. Chem. Soc. and can be found here.
• Congratulations to Brian on receiving the 2008 Elias J. Corey Award For Outstanding Original Contribution in Organic Synthesis by a Young Investigator!
• The group's latest publication, "Pd-Catalyzed Enantioselective Aerobic Oxidation of Secondary Alcohols: Applications to the Total Synthesis of Alkaloids", has been published in J. Am. Chem. Soc., and can be found here.
• The group's most recent review, "Natural products as inspiration for the development of asymmetric catalysis", has been published in Nature. Take a look here.
• The group's previous review concerning "Enantioselective Tsuji Allylations" has been listed among the most-accessed papers for Chem. Asian J. Take a look here.
• The group's most recent communication on "Catalytic Enantioselective Alkylation of Substituted Dioxanone Enol Ethers" has been published in Angew. Chem. Int. Ed. You can find it here.
• The group's latest communication concerning "Palladium-Catalyzed Enantioselective Oxidation of Chiral Secondary Alcohols: Access to Both Enantiomeric Series" has been accepted and published in Angew. Chem. Int. Ed. Take a look here.
• The group's latest letter published in Nature has been featured in Chemical & Engineering News. Take a look at the article here.
• Several of the group's recent publications have been listed among the most accessed articles for the January - March 2008 period. "Homogeneous Pd-Catalyzed Enantioselective Decarboxylative Protonation" was listed among Org. Lett. communications. The most accessed list for J. Am. Chem. Soc. features both "The Catalytic Asymmetric Total Synthesis of Elatol" and "Orthogonal Synthesis of Indolines and Isoquinolines via Aryne Annulation".
• The group's latest publication "The Total Synthesis of (-)-Cyanthiwigin F by means of Double Catalytic Enantioselective Alkylation" has been accepted and published in Nature. Take a look here. Also, this article was recently the topic of a Chemistry World news article, as well as the subject of a Nature Chemistry research highlight.
• The group's publication concerning "The Catalytic Asymmetric Total Synthesis of Elatol" has been featured in the first issue of JACSβ! Take a look here.
• The group's previous publication concerning "Convergency and Divergency as Strategic Elements in Total Synthesis: The Total Synthesis of (-)-Drupacine and the Formal Total Synthesis of (±)-Cephalotaxine, (-)-Cephalotaxine, and (+)-Cephalotaxine" has been been featured on the Organic Chemistry Portal in Prof. Taber's highlight column titled "Advenures in Alkaloid Synthesis: (+)-α-Kainic Acid (Jung), 223AB (Ma), Pumiliotoxin 251F (Jamison), Spirotryprostatin B (Trost), (-)-Drupacine (Stoltz)". Take a look here.
• Take a look at a recent Science news article concering the King Abdullah University of Science and Technology (KAUST)!
• The group's previous publication concerning "Convergency and Divergency as Strategic Elements in Total Synthesis: The Total Synthesis of (-)-Drupacine and the Formal Total Synthesis of (±)-Cephalotaxine, (-)-Cephalotaxine, and (+)-Cephalotaxine" has been recognized as one of the Most-Accessed Articles in J. Org. Chem. for the year 2007! Take a look here.
• Professor Yujiro Hayashi recently visited Caltech to speak with the community. Take a look at some pictures of his visit here.
• Congratulations to Brian for being named one of twelve KAUST Global Research Partnership Investigators.
• Take a look at the group's latest publications! A paper concerning "Homogeneous Pd-Catalyzed Enantioselective Decarboxylative Protonation" has been published in Org. Lett., and a review concerning "The Biology and Chemistry of the Zoanthamine Alkaloids" has been accepted to Angew. Chem. Int. Ed. recently. Both can be viewed here.
• Congratulations to Eric Ferreira, who has just accepted a position as Assistant Professor at Colorado State University!
• Photos from the eighth annual Stoltz Bowl and Super Bowl party are available to view here.
• The group's latest paper, entitled "C-H Bond Functionalizations with Palladium(II): Intramolecular Oxidative Annulations of Arenes", has been published in Tetrahedron and can be viewed here.
• The group's latest communication concerning "Orthogonal Synthesis of Indolines and Isoquinolines via Aryne Annulation" has been published in J. Am. Chem. Soc., and can be found here.
• The group's latest paper on "The Catalytic Asymmetric Total Synthesis of Elatol" has been published in J. Am. Chem. Soc., and can be found here.
• Pictures from the group's holiday party are online, and can be viewed here.
• "Convergency and Divergency as Strategic Elements in Total Synthesis: The Total Synthesis of (-)-Drupacine and the Formal Total Synthesis of (±)-Cephalotaxine, (-)-Cephalotaxine, and (+)-Cephalotaxine" has been listed among the most accessed papers in J. Org. Chem. Take a look here.
• The group's latest paper concerning "Progress toward the Synthesis of the Basiliolides and Transtaganolides" has been published in Org. Lett., and can be found here.
• "Catalytic enantioselective stereoablative reactions: an unexploited approach to enantioselective catalysis" has been listed among the most accessed papers in Org. Biomol. Chem.! Take a look here.
• Pictures from Brian's birthday party are online, and can now be viewed here.
• The group's latest review titled, "Enantioselective Tsuji Allylations" has been published in Chem. Asian J., and can be viewed here.
• The group's latest paper titled, "Catalytic enantioselective stereoablative reactions: an unexploited approach to enantioselective catalysis", has been published in Org. Biomol. Chem. and the publication can be found here.
• The group's latest publication on "Preparation of 3,3-disubstituted oxindoles by addition of malonates to 3-halo-oxindoles" has been published in Tetrahedron Letters, and can be viewed here.
• J. Am. Chem. Soc. has published "The Inner-Sphere Process in the Enantioselective Tsuji Allylation Reaction with (S)-t-Bu-phosphinooxazoline Ligands", a paper which represents the collaborative efforts of the Stoltz group and the Goddard group. The publication can be found here.
• Photos from the Intermural Softball Playoffs are now available to view. Take a look here.
• The group's latest publication concerning "Convergency and Divergency as Strategic Elements in Total Synthesis: The Total Synthesis of (-)-Drupacine and the Formal Total Synthesis of (±)-Cephalotaxine, (-)-Cephalotaxine, and (+)-Cephalotaxine" has been accepted to J. Org. Chem. It is available to view here.
• The group's latest paper concerning "A Facile and Modular Synthesis of Phosphinooxazoline Ligands" has been published in Org. Lett., and is now available to view here.
• Photos from the second annual Stoltz group softball game are now online, and are available to view here.
• Congratulations to Stoltz group alumnus Doug Behenna, who recently received the 2007 McCoy Award for his doctoral thesis!
• Photos of the Second Annual Caltech Hamburger Eating Contest are available to view here. Our own Chris Gilmore and Amanda Jones ranked in with eleven and ten hamburgers, respectively. Congratulations to Amanda, who won the woman's competition this year!
• Take a look at the group's latest paper concerning the "Synthesis of the Carbocyclic Core of Zoanthenol: Implementation of an Unusual Acid-Catalyzed Cyclization" in Angew. Chem. Int. Ed. here.
• Neil Garg (Stoltz Group Ph.D) accepted a faculty position at UCLA. Congratulations Neil!
• Andy Harned (Stoltz Group Postdoc) accepted a faculty position at the University of Minnesota. Congratulations Andy!
• Brian was recently promoted to Professor of Chemistry. Congratulations Brian!
• Photos of Stoltz Bowl VII are now available to view. Take a look here.
• The group's latest paper, "Synthesis of 2-Quinuclidonium by Eliminating Water: Experimental Quantification of the High Basicity of Extremely Twisted Amides" is now available in J. Am. Chem. Soc. to view online. Take a look here.
• Congratulations to Brian on his recent election as a 2006 American Association for the Advancement of Science Fellow, in recognition of his contributions to the field of chemistry!
• The group's latest paper concerning an "Oxidative Kinetic Resolution-Claisen Rearrangement Sequence to Enantioenriched Arylcycloalkenes" has been published in Synlett. Take a look here.
• The synthesis of 2-quinuclidonium tetrafluoroborate has been featured in C & E News as a Chemistry Highlight of 2006.
• The group's publication on "Catalytic Enantioselective Decarboxylative Protonation" has been featured on the chemistry webportal, organic-chemistry.org, which can be accessed here.
• Pictures of the group holiday party are now available to view. Take a look here.
• The group's latest article concerning "The development and scope of a versatile tandem Stille-oxa-electrocyclization reaction" has been published in Tetrahedron Lett. and is available to view online. Take a look here.
• Pictures of Brian's (belated) surprise birthday party for 2006 can be found here.
• "A Convergent and Enantioselective Synthesis of (+)-Amurensinine via Selective C-H and C-C Bond Insertion Reactions" has been listed as one of the ten most accessed communications for J. Am. Chem. Soc. for the July-September 2006 period. Take a look here.
• Congratulations to Doug Behenna on the successful defense of his thesis. Doug will be traveling to Harvard University to undertake a postdoctoral study in the group of E. J. Corey. Pictures of the defense party can be found here.
• Take a look at the group's latest paper concerning "The synthesis of C-3β functionalized indoles via a hydroboration/Suzuki–Miyaura coupling sequence" here.
• The group's latest publication on "The Utility of the Classical and Oxidative Heck Reactions in Natural Product Synthesis: Studies Directed toward the Total Synthesis of Dragmacidin F" has been published in Synlett. Take a look here.
• "Oxidative Cyclizations in a Nonpolar Solvent Using Molecular Oxygen and Studies on the Stereochemistry of Oxypalladation" has been listed among 100 current 'Hot Papers' for National Chemistry Week 2006. Take a look here.
• The group's latest publication, "Convergent and Diastereoselective Synthesis of the Polycyclic Pyran Core of Saudin", has been published in J. Org. Chem. Check it out here.
• A recent Angew. Chem. Int. Ed. article concerning the history of 2-quinuclidone discusses the group's synthesis of 2-quinuclidonium tetrafluoroborate. Take a look at the article here, or the original publication here.
• Much of the group's asymmetric alkylation methodology has been featured in a recent Angew. Chem. Int. Ed. review article written by Shu-Li You and Li-Xin Dai. Take a look here.
• "The Catalytic Enantioselective, Protecting Group-Free Total Synthesis of (+)-Dichroanone" has been listed among the most accessed communications in J. Am. Chem. Soc.! Take a look here.
• Take a look at the group's latest paper concerning "A Convergent and Enantioselective Synthesis of (+)-Amurensinine via Selective C-H and C-C Bond Insertion Reactions" in J. Am. Chem. Soc. here.
• Our group's newest paper on "Catalytic Enantioselective Decarboxylative Protonation" has been published in J. Am. Chem. Soc. You can take a look here.
• The group's latest paper on "A unified synthetic approach to the pyrazinone dragmacidins" has been published as a Feature Article in Chem. Commun. Take a look here.
• Pictures from the first annual softball game party have been added.
• "The Catalytic Enantioselective, Protecting Group-Free Total Synthesis of (+)-Dichroanone" was featured as a "Research Highlight" in Nature! Take a look here.
• The group's newest paper on "Synthesis and structural analysis of 2-quinuclidonium tetrafluoroborate" has been published in Nature! It can be found here. Also, take a look at the forward to the article, written by Harry Wasserman, and the " Abstractions" section featuring Brian. This paper was also featured in C & E News.
• The group's latest paper on "The Catalytic Enantioselective, Protecting Group-Free Total Synthesis of (+)-Dichroanone" has been published in J. Am. Chem. Soc., and can be found here.
• Brian won the Caltech ASCIT 2005-2006 Teaching Award for Chemistry!
• The group's latest publication on "The structural and synthetic implications of the biosynthesis of the calycanthaceous alkaloids" has been published in Tetrahedron. It is available here.
• We'd like to thank everyone who made it out for Brian's Tenure Party. Take a look at pictures from the party here. (Note: if you click on the printer icon underneath the photos, you can download the original files or order prints directly from shutterfly.com)
• Raissa Trend has successfully defended her thesis, and will be starting a postdoc with Horst Vogel at EPFL in Lausanne, Switzerland. Take a look at some pictures from the party.
• The group's latest paper on "2-Diazoacetoacetic acid, an efficient and convenient reagent for the synthesis of α-diazo-β-ketoesters" has been published in Chem. Commun. Take a look here.
• Brian was recently promoted to Associate Professor of Chemistry. Congratulations Brian!
• Pictures from Stoltz Bowl VI have been added.
• Pictures from our Christmas Party have been added.
• Uttam Tambar has successfully defended his thesis, and will be starting a postdoc with Jim Leighton at Columbia University. Take a look at some pictures from the party.
• Brian and Matthias Beller were co-editors of a special "Asymmetric Oxidations" issue of Tetrahedron: Asymmetry!
• Take a look at some pictures from Brian's Surprise Birthday and Raissa's Proposal Defense party.
• Take a look at the group's newest J. Am. Chem. Soc. paper on "Oxidative Cyclizations and Studies on the Stereochemistry of Oxypalladation" here.
• Congratulations to Dan, who recently won an ACS Fellowship.
• Eric Ashley has defended his thesis and will be joining the group of Eric Jacobsen at Harvard University for his postdoc. Take a look at some pictures from the party.
• Congratulations to our colleage, Bob Grubbs, who won the 2005 Nobel Prize in Chemistry "for the development of the metathesis method in organic synthesis"! He shares this award with Yves Chauvin and Dick Schrock.
• Congratulations to Brian for receiving the 2006 Arthur C. Cope Scholar Award!
• The group's latest paper on "Pd-Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β-Ketoesters" has been published in Angew. Chem. Int. Ed. as a hot paper. Take a look here.
• Take a look at the group's newest Chem. Commun. paper on "Ligand-Free Sonogashira Couplings" here.
• Jeff Bagdanoff has defended his thesis and will be working at Lexicon Pharmaceuticals. Take a look at some pictures from the party.
• Take a look at some pictures from Jeremy and Jeff's Thesis Defense Party.
• Jeremy May has defended his thesis and will be doing a postdoc for Samuel Danishefsky at Sloan-Kettering.
• Neil Garg received the Herbert Newby McCoy Award for an "outstanding contribution to the science of chemistry". He will give a formal divisional seminar on June 9th, 2005.
Eric Ferreira just defended his thesis and will be doing a postdoc for Barry Trost.
• The group's latest Org. Lett. paper on a "Heterogeneous Reductive Isomerization Reaction" is now online.
• The group's latest Org. Lett. paper on "The Development of a Tandem Stille-Oxa-Electrocyclization Reaction" is now online.
• In addition to Brian's recent Oscar, he also received his own Hollywood star.
• The group's latest J. Am. Chem. Soc. paper on "The Development of an Enantiodivergent Strategy for the Total Synthesis of (+)- and (-)-Dragmacidin F" is now online.
• The group's latest J. Am. Chem. Soc. paper on "The Direct Acyl-Alkylation of Arynes" is now online.
• Here are some photos from Brian's 2005 Novartis Lecture at Boston University. Here is a link to more information about Brian's 2005 Lecture.
• Neil Garg just defended his thesis and will be doing a postdoc for Larry Overman. Take a look at some pictures from the party.
• Brian was recently awarded a prestigious unrestricted grant in synthetic organic chemistry from Bristol-Myers Squibb! This award was featured on the inside cover of C&E news March 7, 2005.
• Brian won an Oscar at the Academy Awards!
• Take a look at this poster advertisement for Brian's upcoming Novartis lecture. It is entitled "Complex Natural Products as a Driving Force for Discovery in Organic Chemistry" and will take place at Boston University.
• Some pictures from our Christmas Party have been added.
• Some pictures from our Santa Anita Racetrack trip and Brian's Surprise Birthday party have been added.
• The group's latest Angew. Chem. Int. Ed. paper on "Intramolecular Fujiwara-Moritani Arylations" is now online.
• The group's latest J. Am. Chem. Soc. paper on "The Enantioselective Tsuji Allylation" is now online.
• Congratulations to Raissa, who recently won an ACS Fellowship.
• Attention Caltech First Years! Please feel free to attend any and all of our group meetings and subgroup meetings. Here is the schedule. We also have weekly club meetings on Fridays discussing recent total syntheses, or metal-based methodologies and transformations. Those meetings are listed on our online group calendar and you should feel free to attend those as well.
• The group's latest J. Am. Chem. Soc. paper on "The Total Synthesis of (+)-Dragmacidin F" is now online.
• Richmond Sarpong has just left our group to take over his responsibilties of Assistant Professor at UC Berkeley! We wish him the best. See our other graduates here.
• Take a look at some pictures from the Chemistry Club BBQ.
• Brian has been named a Presidential Early Career Award Winner by the White House! See the Caltech Press Release or the NSF Press Release.
• Brian's highlight review on Pd chemistry is now online.
• The group's latest J. Am. Chem. Soc. paper on the model for stereoselectivity in the oxidative kinetic resolution of secondary alcohols is now online.
• One of the group's recent publications has been featured on organic-chemistry.org.
• Brian was recently a Closs lecturer at the University of Chicago. Take a look at a picture from his trip and description of the award.
• Congratulations to Jeremy, who recently won an ACS fellowship!
• Brian was recently a visiting professor at Tokyo University. Take a look at some pictures from his trip.
• A recent group picture at the world-famous Roscoe's House of Chicken and Waffles.
• Congratulations to our colleague, Bob Grubbs, who recently received the 2003 Pauling Award.
• The collaboration between the Stoltz group and the Beauchamp group is featured on the cover of Angewandte Chemie.
• Here's Harry, congratulations Brian and Erna!
