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The Stoltz Group

Publications (Current as of February 2008)


[ Switch to Graphical List ]


  1. PDF "The Biology and Chemistry of the Zoanthamine Alkaloids", Douglas C. Behenna, Jennifer L. Stockdill, Brian M. Stoltz. Angew. Chem. Int. Ed. 2008, Early View.

    77

  2. PDF "Homogeneous Pd-Catalyzed Enantioselective Decarboxylative Protonation", Smaranda C. Marinescu, Toyoki Nishimata, Justin T. Mohr, and Brian M. Stoltz. Org. Lett. 2008, ASAP. [Supporting Information]

    76

  3. PDF "C-H Bond Functionalizations with Palladium(II): Intramolecular Oxidative Annulations of Arenes", Eric M. Ferreira, Haiming Zhang, and Brian M. Stoltz. Tetrahedron 2008, Article in Press.

    75

  4. PDF "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]

    74

  5. PDF "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]

    73

  6. PDF "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]

    72

  7. PDF "Enantioselective Tsuji Allylations", Justin T. Mohr and Brian M. Stoltz. Chem. Asian J. 2007, 2, 1476.

    71

  8. PDF "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.)

    70

  9. PDF "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.

    68

  10. PDF "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]

    68

  11. PDF "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.)

    67

  12. PDF "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]

    66

  13. PDF "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]

    65

  14. PDF "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]

    64

  15. PDF "Oxidative Kinetic Resolution-Claisen Rearrangement Sequence to Enantioenriched Arylcycloalkenes", David C. Ebner, Zoltán Novák, and Brian M. Stoltz. Synlett 2006, 20, 3533.

    63

  16. PDF "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.

    62

  17. PDF "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.

    61

  18. PDF "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.

    60

  19. PDF "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]

    59

  20. PDF "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.)

    58

  21. PDF "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.)

    57

  22. PDF "A unified synthetic approach to the pyrazinone dragmacidins", Neil K. Garg and Brian M. Stoltz. Chem. Commun. 2006, 3769.

    56

  23. PDF "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.)

    55

  24. PDF "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.)

    54

  25. PDF "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.

    53

  26. PDF "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]

    52

  27. PDF "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.

    51

  28. PDF "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.)

    50

  29. PDF "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.)

    49

  30. PDF "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]

    48

  31. PDF "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]

    47

  32. PDF "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]

    46

  33. PDF "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.)

    45

  34. PDF "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").

    44

  35. PDF "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.

    43

  36. PDF "Synthesis of bis(indole)-1,2,4-triazinones", Neil K. Garg and Brian M. Stoltz. Tetrahedron Lett. 2005, 46, 1997.

    42

  37. PDF "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]

    41

  38. PDF "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.)

    40

  39. PDF "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]

    39

  40. PDF "A Computational Model Relating Structure and Reactivity in Enantioselective Oxidations of Secondary Alcohols by (-)-Sparteine-PdII Complexes", Robert J. Nielsen, Jason M. Keith, Brian M. Stoltz, and William A. Goddard, III. J. Am. Chem. Soc. 2004, 126, 7967. [Supporting Information]

    38

  41. PDF "Palladium Catalyzed Aerobic Dehydrogenation: From Alcohols to Indoles and Asymmetric Catalysis", Brian M. Stoltz. Chem. Lett. 2004, 33, 362.

    37

  42. PDF "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).

    36

  43. PDF "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]

    35

  44. PDF "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]

    34

  45. PDF "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]

    33

  46. PDF "The Total Synthesis of (-)-Lemonomycin", Eric R. Ashley, Ernest G. Cruz, and Brian M. Stoltz. J. Am. Chem. Soc. 2003, 125, 15000. [Supporting Information]

    32

  47. PDF "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]

    31

  48. PDF "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]

    30

  49. PDF "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).

    29

  50. PDF "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.

  51. PDF "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.

    27

  52. PDF "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]

    26

  53. PDF "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]

    25

  54. PDF "Biomimetic approach to communesin B (a.k.a. nomofungin)", Jeremy A. May, Ryan K. Zeidan, and Brian M. Stoltz. Tetrahedron Lett. 2003, 44, 1203.

    24

  55. PDF "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]

    23

  56. PDF "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]

    22

  57. PDF "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.

  58. PDF "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]

    20

  59. PDF "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]

    19

     

  60. PDF "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]

  61. PDF "Enantioselective Total Synthesis of Nicandrenones", Brian M. Stoltz, Taichi Kano, and E. J. Corey. J. Am. Chem. Soc. 2000, 122, 9044. [Supporting Information]

  62. PDF "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.

  63. PDF "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]

  64. PDF "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.

  65. PDF "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.

  66. PDF "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.

  67. PDF "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]

  68. PDF "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]

  69. PDF "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]

  70. PDF "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]

  71. "Glycosylated Indolocarbazole Synthesis", John L. Wood, Brian M. Stoltz, Hans-Jürgen Dietrich, and Derek A. Pflum. Worldwide Patent WO 9707081, 1997.

  72. PDF "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.

  73. PDF "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]

  74. PDF "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.

  75. PDF "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.

  76. PDF "A Ring Expansion Approach to Pyranosylated Indolocarbazoles", Brian M. Stoltz and John L. Wood. Tetrahedron Lett. 1995, 36, 8543.

  77. PDF "The Total Synthesis of (+)- and (-)-K252a", John L. Wood, Brian M. Stoltz, and Hans-Jürgen Dietrich. J. Am. Chem. Soc. 1995, 117, 10413.