The Stoltz Group - Publications

"Enantioselective Construction of α-Quaternary Cyclobutanones by Catalytic Asymmetric Allylic Alkylation" Corey M. Reeves, Christian Eidamshaus, Jimin Kim, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2013, Early View. [Supporting Information]
"Total Syntheses of (−)-Transtaganolide A, (+)-Transtaganolide B, (+)-Transtaganolide C, and (−)-Transtaganolide D and Biosynthetic Implications" Hosea M. Nelson, Jonny R. Gordon, Scott C. Virgil, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2013, Early View. [Supporting Information]
"The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis" Allen Y. Hong and Brian M. Stoltz. Eur. J. Org. Chem. 2013, Early View.
"Development of a palladium-catalyzed decarboxylative cross-coupling of (2-azaaryl)carboxylates with aryl halides" Christopher K. Haley, Christopher D. Gilmore, and Brian M. Stoltz. Tetrahedron. 2013, In Press.
"Expanding Insight into Asymmetric Palladium-Catalyzed Allylic Alkylation of N-Heterocyclic Molecules and Cyclic Ketones" Nathan B. Bennett,^† Douglas C. Duquette,^† Jimin Kim, Wen-Bo Liu, Alexander N. Marziale, Douglas C. Behenna, Scott C. Virgil, and Brian M. Stoltz. Chem. — Eur. J. 2013, 19, 4414. [Supporting Information]. ^†Equal Contribution
"Use of a palladium(II)-catalyzed oxidative kinetic resolution in synthetic efforts toward bielschowskysin" Michael E. Meyer, John H. Phillips, Eric M. Ferreira, and Brian M. Stoltz. Tetrahedron 2013, In Press.
"Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to Heterocyclic Acceptors" Jeffrey C. Holder,^† Alexander N. Marziale,^† Michele Gatti, Bin Mao, and Brian M. Stoltz. Chem. — Eur. J. 2012, 19, 74. [Supporting Information]. ^†Equal Contribution
"Rapid and Convergent Synthesis of a 2,4’-Linked Tri-oxazole in an Approach to Poly-oxazoles" Daniel D. Caspi, Haiming Zhang, Scott C. Virgil, Fabian M. Piller, and Brian M. Stoltz. Heterocycles. 2012, 86, 1003. [Supporting Information].
"The Reaction Mechanism of the Enantioselective Tsuji Allylation: Inner-Sphere and Outer-Sphere Pathways, Internal Rearrangements, and Asymmetric C–C Bond Formation" John A. Keith, Douglas C. Behenna, Nathaniel Sherden, Justin T. Mohr, Sandy Ma, Smaranda C. Marinescu, Robert J. Nielsen, Jonas Oxgaard, Brian M. Stoltz and William A. Goddard, III. J. Am. Chem. Soc. 2012, 134, 19050. [Supporting Information].
"Enantioselective Synthesis of a Hydroxymethyl-cis-1,3-cyclopentenediol Building Block" Robert A. Craig, II, Jennifer L. Roizen, Russell C. Smith, Amanda C. Jones, and Brian M. Stoltz. Org. Lett. 2012, 14, 5716. [Supporting Information].
"Lewis Acid Mediated (3 + 2) Cycloadditions of Donor–Acceptor Cyclopropanes with Heterocumulenes" Alexander F. G. Goldberg, Nicholas R. O'Connor,^† Robert A. Craig, II^† and Brian M. Stoltz. Org. Lett. 2012, 14, 5314. [Supporting Information]. ^†Equal Contribution
"Enantioselective Total Synthesis of the Reported Structures of (–)-9-epi-Presilphiperfolan-1-ol and (–)-Presilphiperfolan-1-ol: Structural Confirmation and Reassignment and Biosynthetic Insights." Allen Y. Hong and Brian M. Stoltz. Angew. Chem. Int. Ed. 2012, 51, 9674. [Supporting Information]. This article was featured in Synfacts!
"A C–N Insertion of β-Lactam to Benzyne: Unusual Formation of Acridone" Jimin Kim and Brian M. Stoltz. Tetrahedron Lett. 2012, 53, 4994.
"A Comprehensive History of Arynes in Natural Product Total Synthesis" Pamela M. Tadross and Brian M. Stoltz. Chem. Rev. 2012, 112, 3550.
"Enantioselective construction of quaternary N-heterocycles by palladium-catalysed decarboxylative allylic alkylation of lactams" Douglas C. Behenna, Yiyang Liu, Taiga Yurino, Jimin Kim, David E. White, Scott C. Virgil and Brian M. Stoltz. Nature Chem. 2012, 4, 130. [Supporting Information]. This article was featured in a press release entitled "Caltech Chemists Devise Chemical Reaction that Holds Promise for New Drug Development".
"Palladium-catalyzed asymmetric alkylation in the synthesis of cyclopentanoid and cycloheptanoid core structures bearing all-carbon quaternary stereocenters" Allen Y. Hong, Nathan B. Bennett, Michael R. Krout, Thomas Jensen, Andrew M. Harned, Brian M. Stoltz. Tetrahedron 2011, 67, 10234. [Supporting Information].
"Enantioselective Decarboxylative Alkylation Reactions: Catalyst Development, Substrate Scope, and Mechanistic Studies" Douglas C. Behenna, Justin T. Mohr, Nathaniel H. Sherden, Smaranda C. Marinescu, Andrew M. Harned, Kousuke Tani, Masaki Seto, Sandy Ma, Zoltán Novák, Michael R. Krout, Ryan M. McFadden, Jennifer L. Roizen, John A. Enquist Jr., David E. White, Samantha R. Levine, Krastina V. Petrova, Akihiko Iwashita, Scott C. Virgil, Brian M. Stoltz. Chem. — Eur. J. 2011, 17, 14199. [Supporting Information].
"Synthesis of enantioenriched γ-quaternary cycloheptenones using a combined allylic alkylation/Stork–Danheiser approach: preparation of mono-, bi-, and tricyclic systems" Nathan B. Bennett, Allen Y. Hong, Andrew M. Harned and Brian M. Stoltz. Org. Biomol. Chem. 2012, 10, 56. [Supporting Information]. (This article was one of the top ten downloaded articles for the month of October).
"A Palladium-Catalyzed Vinylcyclopropane (3 + 2) Cycloaddition Approach to the Melodinus Alkaloids" Alexander F. G. Goldberg and Brian M. Stoltz. Org. Lett. 2011, 13, 4474. (This article was among the top 20 accessed articles for the month of July). [Supporting Information].
"Total Syntheses of Cyanthiwigins B, F, and G" John A. Enquist Jr., Scott C. Virgil and Brian M. Stoltz. Chem. – Eur. J. 2011, 17, 9957. [Supporting Information].
"A rapid and convergent synthesis of the integrastatin core" Pamela M. Tadross, Pradeep Bugga and Brian M. Stoltz. Org. Biomol. Chem. 2011, 9, 5354. [Supporting Information]. (This article was selected as an OBC HOT article, and was among the top 10 accessed articles of the month).
"The Catalytic Enantioselective Total Synthesis of (+)-Liphagal" Joshua J. Day, Ryan M. McFadden, Scott C. Virgil, Helene Kolding, Jennifer L. Alleva, and Brian M. Stoltz. Angew. Chem., Int. Ed. 2011, 50, 6814. [Supporting Information]. This article was featured as a SYNFACT of the month!
"Palladium-Catalyzed, asymmetric Baeyer–Villiger oxidation of prochiral cyclobutanones with PHOX ligands" Kimberly S. Petersen and Brian M. Stoltz. Tetrahedron 2011, 67, 4352-4357. (This article was highlighted in Org. Process Res. Dev. as an item of interest!)
"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" Kotaro Kikushima, Jeffrey C. Holder, Michele Gatti, and Brian M. Stoltz. J. Am. Chem. Soc. 2011, 133, 6902. [Supporting Information]. This article was featured as the SYNFACT of the Month!
"Benzannulated Bicycles by Three-Component Aryne Reactions" Kevin M. Allan, Christopher D. Gilmore, and Brian M. Stoltz. Angew. Chem., Int. Ed. 2011, 50, 4488. [Supporting Information]. This article was featured in an Angew. Chem. Highlight article!
"A General Approach to the Basiliolide/Transtaganolide Natural Products: Total Syntheses of Basiliolide B, epi-8-Basiliolide B, Transtaganolide C, and Transtaganolide D" Hosea M. Nelson, Kei Murakami, Scott C. Virgil, and Brian M. Stoltz. Angew. Chem., Int. Ed. 2011, 50, 3688. [Supporting Information]. This article was featured in Synfacts!
"Reversible inhibitor of p97, DBeQ, impairs both ubiquitin-dependent and autophagic protein clearance pathways" Tsui-Fen Chou, Steve J. Brown, Dmitriy Minond, Brian E. Nordin, Kelin Li, Amanda C. Jones, Peter Chase, Patrick R. Porubsky, Brian M. Stoltz, Frank J. Schoenen, Matthew P. Patricelli, Peter Hodder, Hugh Rosen, and Raymond J. Deshaies. P. Natl. Acad. Sci. USA 2011, 108, 4834. [Supporting Information]
"Ring-Contraction Strategy for the Practical, Scalable, Catalytic Asymmetric Synthesis of Versatile γ-Quaternary Acylcyclopentenes" Allen Y. Hong, Michael R. Krout, Thomas Jensen, Nathan B. Bennett, Andrew M. Harned, and Brian M. Stoltz. Angew. Chem., Int. Ed. 2011, 50, 2756. [Supporting Information]
"A Catalytic, Asymmetric Formal Synthesis of (+)-Hamigeran B" Herschel Mukherjee, Nolan T. McDougal, Scott C. Virgil, and Brian M. Stoltz. Org Lett. 2011, 13, 825. [Supporting Information]
"Confirmation of the absolute configuration of (–)-aurantioclavine" Douglas C. Behenna, Shyam Krishnan, and Brian M. Stoltz. Tetrahedron Lett. 2010, 52, 2152.[Supporting Information]
"Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides" Nolan T. McDougal, Jan Streuff, Herschel Mukherjee, Scott C. Virgil and Brian M. Stoltz. Tetrahedron Lett. 2010, 51, 5550.
"High-Throughput Screening of the Asymmetric Decarboxylative Alkylation Reaction of Enolate-Stabilized Enol Carbonates" Nolan T. McDougal, Scott C. Virgil and Brian M. Stoltz. Synlett 2010, 1712.
"A general enantioselective route to the chamigrene natural product family" David E. White, Ian C. Stewart, Brinton A. Seashore-Ludlow, Robert H. Grubbs and Brian M. Stoltz. Tetrahedron 2010, 66, 4668. [Supporting Information]
"Efforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesis" Corinne Baumgartner, Sandy Ma, Qi Liu and Brian M. Stoltz. Org. Biomol. Chem. 2010, 8, 2915. [Supporting Information]
"NMR Chemical Shifts of Trace Impurities: Common Laboratory Solvents, Organics, and Gases in Deuterated Solvents Relevant to the Organometallic Chemist", Gregory R. Fulmer, Alexander J. M. Miller, Nathaniel H. Sherden, Hugo E. Gottlieb, Abraham Nudelman, Brian M. Stoltz, John E. Bercaw, and Karen I. Goldberg. Organometallics 2010, 29, 2176. [Supporting Information]
"Aryne Acyl-Alkylation in the General and Convergent Synthesis of Benzannulated Macrolactone Natural Products: An Enantioselective Synthesis of (−)-Curvularin", Pamela M. Tadross, Scott C. Virgil and Brian M. Stoltz. Org. Lett. 2010, 12, 1612. [Supporting Information]
"Regioselective Reactions of Highly Substituted Arynes", Pamela M. Tadross, Christopher D. Gilmore, Pradeep Bugga, Scott C. Virgil, and Brian M. Stoltz. Org. Lett. 2010, 12, 1224. [Supporting Information]
"A Palladium-catalysed enolate alkylation cascade for the formation of adjacent quaternary and tertiary stereocentres", Jan Streuff, David E. White, Scott C. Virgil, and Brian M. Stoltz. Nature Chem. 2010, 2, 192. [Supporting Information]. (This article was also featured in Chem. Eng. News 2010, 88, 30-31 and Synfacts 2010, 6, 685)
"The Palladium-Catalyzed Aerobic Kinetic Resolution of Secondary Alcohols: Reaction Development, Scope, and Applications", David C. Ebner, Jeffrey T. Bagdanoff, Eric M. Ferreira, Ryan M. McFadden, Daniel D. Caspi, Raissa M. Trend, and Brian M. Stoltz. Chem - Eur J 2009, 15, 12978. [Supporting Information]
"Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation", Kevin M. Allan, Boram D. Hong and Brian M. Stoltz. Org. Biomol. Chem. 2009, 7, 4960. [Supporting Information]
"Catalytic Enantioselective Stereoablative Alkylation of 3-Halooxindoles: Facile Access to Oxindoles with C3 All-Carbon Quaternary Stereocenters", Sandy Ma, Xiaoqing Han, Shyam Krishnan, Scott C. Virgil, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2009, 48, 8037. [Supporting Information]. (This article was also featured in Synfacts, 2010, 65. The article can be found here on the Synfacts page.)
"Unusual Allylpalladium Carboxylate Complexes: Identification of the Resting State of Catalytic Enantioselective Decarboxylative Allylic Alkylation Reactions of Ketones", Nathaniel H. Sherden, Douglas C. Behenna, Scott C. Virgil, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2009, 48, 6840. [Supporting Information]
"Enantioselective Protonation", Justin T. Mohr, Allen Y. Hong, and Brian M. Stoltz. (This article was featured in the Nature Chemistry first year anniversary highlights). Nature Chemistry 2009, 1, 359.
"An efficient synthesis of the carbocyclic core of zoanthenol", Jennifer L. Stockdill, Douglas C. Behenna, Andrew McClory, and Brian M. Stoltz. Tetrahedron 2009, 65, 6571. [Supporting Information]
"Synthetic efforts toward cyathane diterpenoid natural products", John A. Enquist Jr. and Brian M. Stoltz. Nat. Prod. Rep. 2009, 26, 661.
"Unexpected decarbonylation during an acid-mediated cyclization to access the carbocyclic core of zoanthenol", Jennifer L. Stockdill, Douglas C. Behenna, and Brian M. Stoltz. Tetrahedron Lett. 2009, 50, 3182. [Supporting Information]
"Preparation of (S)-2-Allyl-2-methylcyclohexanone", Justin T. Mohr, Michael R. Krout, and Brian M. Stoltz. Org. Synth. 2009, 86, 194.
"Preparation of (S)-tert-ButylPHOX", Michael R. Krout, Justin T. Mohr, and Brian M. Stoltz. Org. Synth. 2009, 86, 181.
"The Direct Acyl-Alkylation of Arynes. Preparation of Methyl 2-(2-AcetylPhenyl)Acetate.", David C. Ebner, Uttam K. Tambar, and Brian M. Stoltz. Org. Synth. 2009, 86, 161.
"Progress toward the Synthesis of the Transtaganolide/Basiliolide Natural Products: An Ireland-Claisen Approach", Hosea M. Nelson and Brian M. Stoltz. Tetrahedron Lett. 2009, 50, 1699.
"Side Chain Chemistry Mediates Backbone Fragmentation in Hydrogen Deficient Peptide Radicals", Qingyu Sun, Hosea Nelson, Tony Ly, Brian M. Stoltz and Ryan R. Julian. J. Proteome Res. 2009, 8, 958. [Supporting Information]
"Enantioselective Total Synthesis of (+)-Cassiol", Krastina V. Petrova, Justin T. Mohr and Brian M. Stoltz. Org. Lett. 2009, 11, 293. [Supporting Information]. (This article was also featured in Synfacts, 2009, 719. The article can be found here on the Synfacts page.)
"Catalytic Enantioselective Approach to the Eudesmane Sesquiterpenoids: Total Synthesis of (+)-Carissone", Samantha R. Levine, Michael R. Krout and Brian M. Stoltz. Org. Lett. 2009, 11, 289. [Supporting Information]
"A Concise Total Synthesis of (-)-Quinocarcin via Aryne Annulation", Kevin M. Allan and Brian M. Stoltz. J. Am. Chem. Soc. 2008, 130, 17270. [Supporting Information]. (This article was the subject of a Chemistry World Totally Synthetic column, which can be found here.)
"Structural Features and Reactivity of (Sparteine)PdCl₂: A Model for Selectivity in the Oxidative Kinetic Resolution of Secondary Alcohols", Raissa M. Trend and Brian M. Stoltz. J. Am. Chem. Soc. 2008, 130, 15957. [Supporting Information]
"Pd-Catalyzed Enantioselective Aerobic Oxidation of Secondary Alcohols: Applications to the Total Synthesis of Alkaloids", Shyam Krishnan, Jeffrey T. Bagdanoff, David C. Ebner, Yeeman K. Ramtohul, Uttam K. Tambar, and Brian M. Stoltz. J. Am. Chem. Soc. 2008, 130, 13745. [Supporting Information]
"Natural products as inspiration for the development of asymmetric catalysis", Justin T. Mohr, Michael R. Krout & Brian M. Stoltz. Nature 2008, 455, 323.
"Catalytic Enantioselective Alkylation of Substituted Dioxanone Enol Ethers: Ready Access to C(α)-Tetrasubstituted Hydroxyketones, Acids, and Esters", Masaki Seto, Jennifer L. Roizen, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2008, 47, 6873. [Supporting Information]. (This article was also featured in Synfacts, 2008, 1186. The article can be found here on the Synfacts page.)
"Palladium-Catalyzed Enantioselective Oxidation of Chiral Secondary Alcohols: Access to Both Enantiomeric Series", David C. Ebner, Raissa M. Trend, Cédric Genet, Matthew J. McGrath, Peter O'Brien, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2008, 47, 6367. [Supporting Information]. (This article was featured in Synfacts, 2009, 121. The article can be found here on the Synfacts page)
"The Total Synthesis of (-)-Cyanthiwigin F by means of Double Catalytic Enantioselective Alkylation", John A. Enquist Jr., Brian M. Stoltz. Nature 2008, 453, 1228. [Supporting Information] (This paper was the topic of a Chemistry World news article that features an interview with Brian. The article was also the subject of a Nature Chemistry research highlight. This letter was also the topic of an article in Chemical & Engineering News, as well as Synform.)
"The Biology and Chemistry of the Zoanthamine Alkaloids", Douglas C. Behenna, Jennifer L. Stockdill, Brian M. Stoltz. Angew. Chem. Int. Ed. 2008, 47, 2365.
"Homogeneous Pd-Catalyzed Enantioselective Decarboxylative Protonation", Smaranda C. Marinescu, Toyoki Nishimata, Justin T. Mohr, and Brian M. Stoltz. Org. Lett. 2008, 10, 1039. [Supporting Information] (This publication was listed as one of the most accessed communications in Org. Lett. for the January-March 2008 period).
"C–H Bond Functionalizations with Palladium(II): Intramolecular Oxidative Annulations of Arenes", Eric M. Ferreira, Haiming Zhang, and Brian M. Stoltz. Tetrahedron 2008, 64, 5987.
"Orthogonal Synthesis of Indolines and Isoquinolines via Aryne Annulation", Christopher D. Gilmore, Kevin M. Allan, and Brian M. Stoltz. J. Am. Chem. Soc. 2008, 130, 1558. [Supporting Information] (This publication was listed as one of the most accessed communications in J. Am. Chem. Soc. for the January-March 2008 period).
"The Catalytic Asymmetric Total Synthesis of Elatol", David E. White, Ian C. Stewart, Robert H. Grubbs, and Brian M. Stoltz. J. Am. Chem. Soc. 2008, 130, 810. [Supporting Information]. (This article was also featured in the first issue of JACSβ. This publication was also listed as one of the most accessed communications in J. Am. Chem. Soc. for the January-March 2008 period).
"Progress toward the Synthesis of the Basiliolides and Transtaganolides: An Intramolecular Pyrone Diels-Alder Entry into a Novel Class of Natural Products", Hosea M. Nelson and Brian M. Stoltz. Org. Lett. 2008, 10, 25. [Supporting Information]
"Enantioselective Tsuji Allylations", Justin T. Mohr and Brian M. Stoltz. Chem. Asian J. 2007, 2, 1476. (This paper has been listed among the most accessed articles for Chem. Asian J. for the period of August 2007 through July 2008.)
"Catalytic enantioselective stereoablative reactions: an unexploited approach to enantioselective catalysis", Justin T. Mohr, David C. Ebner and Brian M. Stoltz. Org. Biomol. Chem. 2007, 5, 3571. (This paper has has been listed among the most accessed papers in Org. Biomol. Chem. for November of 2007.)
"Preparation of 3,3-disubstituted oxindoles by addition of malonates to 3-halo-oxindoles", Shyam Krishnan and Brian M. Stoltz. Tetrahedron Lett. 2007, 48, 7571.
"The Inner-Sphere Process in the Enantioselective Tsuji Allylation Reaction with (S)-t-Bu-phosphinooxazoline Ligands", John A. Keith, Douglas C. Behenna, Justin T. Mohr, Sandy Ma, Smaranda C. Marinescu, Jonas Oxgaard, Brian M. Stoltz, and William A. Goddard, III. J. Am. Chem. Soc. 2007 129,11876. [Supporting Information]
"Convergency and Divergency as Strategic Elements in Total Synthesis: The Total Synthesis of (-)-Drupacine and the Formal Total Synthesis of (±)-Cephalotaxine, (-)-Cephalotaxine, and (+)-Cephalotaxine", Qi Liu, Eric M. Ferreira, and Brian M. Stoltz. J. Org. Chem. 2007 72, 7352. [Supporting Information] (This paper has been listed among the most accessed papers of J. Org. Chem. for the July-September 2007 period.)
"A Facile and Modular Synthesis of Phosphinooxazoline Ligands", Kousuke Tani, Douglas C. Behenna, Ryan M. McFadden, and Brian M. Stoltz. Org. Lett. 2007, 9, 2529. [Supporting Information]
"Synthesis of the Carbocyclic Core of Zoanthenol: Implementation of an Unusual Acid-Catalyzed Cyclization", Douglas C. Behenna, Jennifer L. Stockdill, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2007, 46, 4077. [Supporting Information]
"Synthesis of 2-Quinuclidonium by Eliminating Water: Experimental Quantification of the High Basicity of Extremely Twisted Amides", Tony Ly, Michael Krout, Don K. Pham, Kousuke Tani, Brian M. Stoltz, and Ryan R. Julian. J. Am. Chem. Soc. 2007, 129, 1864. [Supporting Information]
"Oxidative Kinetic Resolution-Claisen Rearrangement Sequence to Enantioenriched Arylcycloalkenes", David C. Ebner, Zoltán Novák, and Brian M. Stoltz. Synlett 2006, 20, 3533.
"The development and scope of a versatile tandem Stille-oxa-electrocyclization reaction", Uttam K. Tambar, Taichi Kano, John F. Zepernick and Brian M. Stoltz. Tetrahedron Lett. 2006, 48, 345.
"The synthesis of C-3β functionalized indoles via a hydroboration/Suzuki–Miyaura coupling sequence", Eric M. Ferreira and Brian M. Stoltz. Tetrahedron Lett. 2006, 47, 8579.
"The Utility of the Classical and Oxidative Heck Reactions in Natural Product Synthesis: Studies Directed toward the Total Synthesis of Dragmacidin F", Neil K. Garg, Daniel D. Caspi, Brian M. Stoltz. Synlett 2006, 3081.
"Convergent and Diastereoselective Synthesis of the Polycyclic Pyran Core of Saudin", Uttam K. Tambar, Taichi Kano, John F. Zepernick, and Brian M. Stoltz. J. Org. Chem. 2006, 71, 8357. [Supporting Information - Experimental] [Supporting Information - Spectra]
"A Convergent and Enantioselective Synthesis of (+)-Amurensinine via Selective C–H and C–C Bond Insertion Reactions", Uttam K. Tambar, David C. Ebner, and Brian M. Stoltz. J. Am. Chem. Soc. 2006, 128, 11752. [Supporting Information]. (This publication was listed as one of the ten most accessed communications in J. Am. Chem. Soc. for the July-September 2006 period. This paper was also featured in Synfacts 2007, 2, 124.)
"Catalytic Enantioselective Decarboxylative Protonation", Justin T. Mohr, Toyoki Nishimata, Douglas C. Behenna, and Brian M. Stoltz. J. Am. Chem. Soc. 2006, 128, 11348. [Supporting Information]. (This publication has been featured on the organic-chemistry.org webportal, which can be accessed here. This paper was also featured in Synfacts 2006, 12, 1239.)
"A unified synthetic approach to the pyrazinone dragmacidins", Neil K. Garg and Brian M. Stoltz. Chem. Commun. 2006, 3769.
"Synthesis and structural analysis of 2-quinuclidonium tetrafluoroborate", Kousuke Tani and Brian M. Stoltz. Nature, 2006, 441, 731. [Supporting Information] (A forward written by Harry Wasserman was featured in the "News and Views" section of Nature, and an article about Brian was featured in the "Abstractions" section. This publication was also featured in C & E News. This synthesis of 2-quinuclidonium tetrafluoroborate was featured in an Angew. Chem. Int. Ed. article by Jonathan Clayden. Additionally, this synthesis was listed in the Chemical and Engineering News Chemistry Highlights of 2006.)
"The Catalytic Enantioselective, Protecting Group-Free Total Synthesis of (+)-Dichroanone", Ryan M. McFadden and Brian M. Stoltz. J. Am. Chem. Soc. 2006, 128, 7738. [Supporting Information]. (This synthesis was featured as a "Research Highlight" in Nature. Additionally, this synthesis was featured in an Angew. Chem. Int. Ed. review article focusing on asymmetric alkylation.)
"The structural and synthetic implications of the biosynthesis of the calycanthaceous alkaloids, the communesins, and nomofungin", Jeremy A. May and Brian M. Stoltz. Tetrahedron 2006, 62, 5262.
"2-Diazoacetoacetic acid, an efficient and convenient reagent for the synthesis of α-diazo-β-ketoesters", Michael E. Meyer, Eric M. Ferreira, and Brian M. Stoltz. Chem. Commun. 2006, 1316. [Supporting Information]
"Effects of a Modified Dye-Labeled Nucleotide Spacer Arm on Incorporation by Thermophilic DNA Polymerases", Christopher J. Lacenere, Neil K. Garg, Brian M. Stoltz, and Stephen R. Quake. Nucleosides, Nucleotides & Nucleic Acids 2006, 25, 9.
"Oxidative Cyclizations in a Nonpolar Solvent Using Molecular Oxygen and Studies on the Stereochemistry of Oxypalladation", Raissa M. Trend, Yeeman K. Ramtohul, and Brian M. Stoltz. J. Am. Chem. Soc. 2005, 127, 17778. [Supporting Information] (This article was listed as a 'Hot Paper' for National Chemistry Week 2006.)
"Deracemization of Quaternary Stereocenters by Pd-Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β-Ketoesters", Justin T. Mohr, Douglas C. Behenna, Andrew M. Harned and Brian M. Stoltz. Angew. Chem. Int. Ed. 2005, 44, 6924. [Supporting Information] (This paper was featured on organic-chemistry.org, as well as an Angew. Chem. Int. Ed. review article focusing on asymmetric alkylation. This paper was also featured in Synfacts 2006, 1, 53.)
"A Ligand-Free Solid-Supported System for Sonogashira Couplings: Applications in Nucleoside Chemistry", Neil K. Garg, Carolyn C. Woodroofe, Christopher J. Lacenere, Stephen R. Quake and Brian M. Stoltz. Chem. Commun. 2005, 4551. [Supporting Information]
"Heterogeneous Reductive Isomerization Reaction Using Catalytic Pd/C and H₂", Daniel D. Caspi, Neil K. Garg, and Brian M. Stoltz. Org. Lett. 2005, 7, 2513. [Supporting Information]
"Progress Toward the Total Synthesis of Saudin: Development of a Tandem Stille-Oxa-Electrocyclization Reaction", Uttam K. Tambar, Taichi Kano, and Brian M. Stoltz. Org. Lett. 2005, 7, 2413. [Supporting Information]
"Development of an Enantiodivergent Strategy for the Total Synthesis of (+)- and (–)-Dragmacidin F from a Single Enantiomer of Quinic Acid", Neil K. Garg, Daniel D. Caspi, and Brian M. Stoltz. J. Am. Chem. Soc. 2005, 127, 5970. [Supporting Information] (This paper was featured in Synfacts 2005, 2, 184.)
"The Direct Acyl-Alkylation of Arynes", Uttam K. Tambar and Brian M. Stoltz. J. Am. Chem. Soc. 2005, 127, 5340. [Supporting Information] (This paper was featured in an Angew. Chem. Int. Ed. highlight on "Aryne Insertions").
"The formal total synthesis of dragmacidin B, trans-dragmacidin C, and cis- and trans-dihydrohamacanthins A", Neil K. Garg and Brian M. Stoltz. Tetrahedron Lett. 2005, 46, 2423.
"Synthesis of bis(indole)-1,2,4-triazinones", Neil K. Garg and Brian M. Stoltz. Tetrahedron Lett. 2005, 46, 1997.
"Direct Oxidative Heck Cyclizations: Intramolecular Fujiwara-Moritani Arylations for the Synthesis of Functionalized Benzofurans and Dihydrobenzofurans", Haiming Zhang, Eric M. Ferreira, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2004, 43, 6144. [Supporting Information]
"The Enantioselective Tsuji Allylation", Douglas C. Behenna and Brian M. Stoltz. J. Am. Chem. Soc. 2004, 126, 15044. [Supporting Information]. (This paper was featured in an Angew. Chem. Int. Ed. review article focusing on asymmetric alkylation.)
"The Total Synthesis of (+)-Dragmacidin F", Neil K. Garg, Daniel D. Caspi, and Brian M. Stoltz. J. Am. Chem. Soc. 2004, 126, 9552. [Supporting Information]
"A Computational Model Relating Structure and Reactivity in Enantioselective Oxidations of Secondary Alcohols by (-)-Sparteine-Pd^II Complexes", Robert J. Nielsen, Jason M. Keith, Brian M. Stoltz, and William A. Goddard, III. J. Am. Chem. Soc. 2004, 126, 7967. [Supporting Information]
"Palladium Catalyzed Aerobic Dehydrogenation: From Alcohols to Indoles and Asymmetric Catalysis", Brian M. Stoltz. Chem. Lett. 2004, 33, 362.
"The Resolution of Important Pharmaceutical Building Blocks by Palladium-Catalyzed Aerobic Oxidation of Secondary Alcohols", Daniel D. Caspi, David C. Ebner, Jeffrey T. Bagdanoff, and Brian M. Stoltz. Adv. Synth. Catal. 2004, 346, 185. [Supporting Information] (This paper is part of a special issue on oxidation chemistry).
"An Experimentally Derived Model for Stereoselectivity in the Aerobic Oxidative Kinetic Resolution of Secondary Alcohols by (Sparteine)PdCl₂", Raissa M. Trend and Brian M. Stoltz. J. Am. Chem. Soc. 2004, 126, 4482. [Supporting Information]
"Palladium-Catalyzed Oxidative Kinetic Resolution with Ambient Air as the Stoichiometric Oxidation Gas", Jeffrey T. Bagdanoff and Brian M. Stoltz. Angew. Chem. Int. Ed. 2004, 43, 353. [Supporting Information]
"Substituent Effects and Nearly Degenerate Transition States: Rational Design of Substrates for the Tandem Wolff-Cope Reaction", Julius T. Su, Richmond Sarpong, Brian M. Stoltz, and William A. Goddard III. J. Am. Chem. Soc. 2004, 126, 24. [Supporting Information]
"The Total Synthesis of (-)-Lemonomycin", Eric R. Ashley, Ernest G. Cruz, and Brian M. Stoltz. J. Am. Chem. Soc. 2003, 125, 15000. [Supporting Information]
"The Development of a Facile Tandem Wolff/Cope Rearrangement for the Synthesis of Fused Carbocyclic Skeletons", Richmond Sarpong, Julius T. Su, and Brian M. Stoltz. J. Am. Chem. Soc. 2003, 125, 13624. [Supporting Information]
"Catalytic C–H Bond Functionalization with Palladium(II): Aerobic Oxidative Annulations of Indoles", Eric M. Ferreira, and Brian M. Stoltz. J. Am. Chem. Soc. 2003, 125, 9578. [Supporting Information]
"Palladium-Catalyzed Oxidative Wacker Cyclizations in Nonpolar Organic Solvents with Molecular Oxygen: A Stepping Stone to Asymmetric Aerobic Cyclizations", Raissa M. Trend, Yeeman K. Ramtohul, Eric M. Ferreira, and Brian M. Stoltz. Angew. Chem. Int. Ed. 2003, 42, 2892. [Supporting Information] (This paper was featured on organic-chemistry.org).
"Biomimetic Approaches to Gas Phase Peptide Chemistry: Combining Selective Binding Motifs with Reactive Carbene Precursors to Form Molecular Mousetraps", Ryan R. Julian, Jeremy A. May, Brian M. Stoltz, and J. L. Beauchamp. Int. J. Mass Spectrom. 2003, 228(2-3), 851-64.
"Gas Phase Synthesis of Charged Copper and Silver Fischer Carbenes from Diazomalonates: Mechanistic and Conformational Considerations in Metal Mediated Wolff Rearrangements", Ryan R. Julian, Jeremy A. May, Brian M. Stoltz, and J. L. Beauchamp. J. Am. Chem. Soc. 2003, 125, 4478.
"Molecular Mousetraps: Gas Phase Studies of the Covalent Coupling of Non-Covalent Complexes Initiated by Reactive Carbenes Formed by Controlled Activation of Diazo Precursors", Ryan R. Julian, Jeremy A. May, Brian M. Stoltz, and J. L. Beauchamp. Angew. Chem. Int. Ed. 2003, 42, 1012. [Cover], [Supporting Information]
"Palladium-Catalyzed Enantioselective Oxidation of Alcohols: A Dramatic Rate Acceleration by Cs₂CO₃/t-BuOH", Jeffrey T. Bagdanoff, Eric M. Ferreira, and Brian M. Stoltz. Org. Lett. 2003, 5, 835. [Supporting Information]
"Biomimetic approach to communesin B (a.k.a. nomofungin)", Jeremy A. May, Ryan K. Zeidan, and Brian M. Stoltz. Tetrahedron Lett. 2003, 44, 1203.
"The First Total Synthesis of Dragmacidin D", Neil K. Garg, Richmond Sarpong, and Brian M. Stoltz. J. Am. Chem. Soc. 2002, 124, 13179. [Supporting Information]
"Non-Carbonyl-Stabilized Metallocarbenoids in Synthesis: The Development of a Tandem Rhodium-Catalyzed Bamford-Stevens/Thermal Aliphatic Claisen Rearrangement Sequence", Jeremy A. May and Brian M. Stoltz. J. Am. Chem. Soc. 2002, 124, 12426. [Supporting Information]
"Molecular recognition of arginine in small peptides by supramolecular complexation with dibenzo-30-crown-10 ether", Ryan R. Julian, Minta Akin, Jeremy A. May, Brian M. Stoltz, and J. L. Beauchamp. Int. J. Mass Spectrom. 2002, 220, 87.
"Progress Toward the Synthesis of Garsubellin A and Related Phloroglucins: The Direct Diastereoselective Synthesis of the Bicyclo[3.3.1]nonane Core", Sarah J. Spessard and Brian M. Stoltz. Org. Lett. 2002, 4, 1943. [Supporting Information]
"The Palladium-Catalyzed Oxidative Kinetic Resolution of Secondary Alcohols with Molecular Oxygen", Eric M. Ferreira and Brian M. Stoltz. J. Am. Chem. Soc. 2001, 123, 7725. [Supporting Information]
"Welwitindolinone C synthetic studies. Construction of the welwitindolinone carbon skeleton via a transannular nitrone cycloaddition", David B. Freeman, Alexandra A. Holubec, Matthew W. Weiss, Julie A. Dixon, Akio Kakefuda, Masami Ohtsuka, Munenori Inoue, Rishi G. Vaswani, Hidenori Ohki, Brian D. Doan, Sarah E. Reisman, Brian M. Stoltz, Joshua J. Day, Ran N. Tao, Noah A. Dieterich, John L. Wood. Tetrahedron 2010, Article In Press.
"Synthesis of C(3) Benzofuran-Derived Bisaryl Quaternary Centers: Approaches to Diazonamide A", Douglas E. Fuerst, Brian M. Stoltz, and John L. Wood. Org. Lett. 2000, 2, 3521. [Supporting Information]
"Enantioselective Total Synthesis of Nicandrenones", Brian M. Stoltz, Taichi Kano, and E. J. Corey. J. Am. Chem. Soc. 2000, 122, 9044. [Supporting Information]
"Mechanistic Insights into the Factors Determining Exo-Endo Selectivity in the Lewis Acid-Catalyzed Diels-Alder Reaction of 1,3-Dienes with 2-Cycloalkenones", Min Ge, Brian M. Stoltz, and E. J. Corey. Org. Lett. 2000, 2, 1927.
"Cuprous Chloride Accelerated Stille Reactions. A General and Effective Coupling System for Sterically Congested Substrates and for Enantioselective Synthesis", Xiaojun Han, Brian M. Stoltz, and E. J. Corey. J. Am. Chem. Soc. 1999, 121, 7600. [Supporting Information]
"A Simple and Effective Procedure for Removal of Tri-n-butyltin Halides from Reaction Mixtures", Benjamin S. Edelson, Brian M. Stoltz and E. J. Corey. Tetrahedron Lett. 1999, 40, 6729.
"Novel Annulation Products Derived by Selective Attack on the C(18) Angular Methyl Group of the Cardenolide Ouabain", E. J. Corey and Brian M. Stoltz. Tetrahedron Lett. 1999, 40, 2061.
"Total Synthesis and Protein Kinase Activity of C(7) Methyl Derivatives of K252a", John L. Wood, Dejah T. Petsch, Brian M. Stoltz, Elizabeth M. Hawkins, Daniel Elbaum, and David R. Stover. Synthesis 1999, Sup. 1, 1529.
"Application of Reactive Enols in Synthesis: A Versatile Efficient and Stereoselective Construction of the Welwitindolinone Carbon Skeleton", John L. Wood, Alexandra A. Holubec, Brian M. Stoltz, Matthew M. Weiss, Julie A. Dixon, Brian D. Doan, Mohammed F. Shamji, Jennifer M. Chen, and Timothy P. Heffron. J. Am. Chem. Soc. 1999, 121, 6326. [Supporting Information]
"Development of a Rhodium Carbenoid-Initiated Claisen Rearrangement for the Enantioselective Synthesis of α-Hydroxy Carbonyl Compounds", John L. Wood, George A. Moniz, Derek A. Pflum, Brian M. Stoltz, Alexandra A. Holubec, and Hans-Jürgen Dietrich. J. Am. Chem. Soc. 1999, 121, 1748. [Supporting Information]
"The Design and Implementation of an Efficient Synthetic Approach to Pyranosylated Indolocarbazoles: The Total Synthesis of (+)-RK286c, (+)-MLR-52, (+)-Staurosporine, and (-)-TAN-1030a", John L. Wood, Brian M. Stoltz, Steven N. Goodman, and Kenolisa Onwueme. J. Am. Chem. Soc. 1997, 119, 9652. [Supporting Information]
"The Design and Implementation of an Efficient Synthetic Approach to Furanosylated Indolocarbazoles: The Total Synthesis of (+)- and (-)-K252a", John L. Wood, Brian M. Stoltz, Hans-Jürgen Dietrich, Derek A. Pflum, and Dejah T. Petsch. J. Am. Chem. Soc. 1997, 119, 9641. [Supporting Information]
"The Total Synthesis of Indolocarbazole Natural Products K252c, (+)-K252a, (+)-RK-286c, (+)-MLR-52, (-)-TAN-1030a, and (+)-Staurosporine", Brian M. Stoltz, Ph.D. Thesis, Yale University, May 1997.
"The Total Synthesis of (+)-RK-286c, (+)-MLR-52, (+)-Staurosporine and (+)-K252a", John L. Wood, Brian M. Stoltz, and Steven N. Goodman. J. Am. Chem. Soc. 1996, 118, 10656. [Supporting Information]. (This paper was featured in a C&EN. News of the Week article.)
"The Synthesis of Desamido Analogs of Staurosporine, RK-286c, and TAN-1030a. A Model for the Synthesis of Both Furanosylated and Pyranosylated Indolocarbazole Natural Products", John L. Wood, Brian M. Stoltz, Kenolisa Onwueme and Steven N. Goodman. Tetrahedron Lett. 1996, 37, 7335.
"The Stereoselective Ring Contraction of a Pyranosylated Indolocarbazole. A Biosynthetic Link Between K252a and Staurosporine?", Brian M. Stoltz and John L. Wood. Tetrahedron Lett. 1996, 37, 3929.
"A Ring Expansion Approach to Pyranosylated Indolocarbazoles", Brian M. Stoltz and John L. Wood. Tetrahedron Lett. 1995, 36, 8543.
"The Total Synthesis of (+)- and (-)-K252a", John L. Wood, Brian M. Stoltz, and Hans-Jürgen Dietrich. J. Am. Chem. Soc. 1995, 117, 10413.

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