Carter Research Group
focused on the total synthesis of complex, biologically-active natural products


Publications

Publications

  1. Magnus, P.; Carter, R.; Davies, M.; Elliott, J.; Pitterna, T. "Studies on the Synthesis of the Core Structures of the Antitumor Agents Neocarzinostatin, Kedarcidin, C-1027, and Maduropeptin." Tetrahedron 1996, 52, 6283-306. Abstract
  2. White, J. D.; Carter, R. G.; Sundermann, K. F. "A Highly Stereoselective Synthesis of Epothilone B." J. Org. Chem. 1999, 64, 684-85. Abstract
  3. White, J. D.; Sundermann, K. F.; Carter, R. G. "Improved Synthesis of Epothilone B Employing Alkylation of an Alkyne for Assembly of Subunits." Org. Lett. 1999, 1, 1431-34. Abstract
  4. Carter, R.; Magnus, P.; Hodgetts, K.; McKenna, J.; Mitchell, I.; Wren., S. "Studies on the Stereoselective Synthesis of the Marine Antitumor Agent Eleutherobin." Tetrahedron 2000, 56, 4367-82. Abstract
  5. Carter, R. G.; Weldon, D. J. "Studies Directed Toward the Total Synthesis of Azaspiracid: Stereoselective Construction of C1-C12, C13-C19 and C21-C25 Fragments." Org. Lett. 2000, 2, 3913-16. Abstract
  6. Carter, R. G.; Bourland, T. C. " The first vanadium-catalyzed oxidation of aryl allylic selenides with in situ [2,3] sigmatropic rearrangement." Chem. Commun. 2000, 2031-32. Abstract
  7. White, J. D.; Carter, R. G.; Sundermann, K. F.; Wartmann, M. "Total Synthesis of Epothilone B, Epothilone D, and Cis and Trans 9,10-Dehydroepothilone D." J. Am. Chem. Soc. 2001, 123, 5407-13. Abstract, Correction
  8. Carter, R. G.; Graves, D. E. "Studies directed toward the total synthesis of azaspiracid. Construction of the C1-C19 carbon backbone and synthesis of the C10, C13 nonnatural transoidal bisspirocyclic ring system." Tetrahedron Lett. 2001, 42, 6035-39. Abstract
  9. White, J. D.; Carter, R. G. "Silyl Ethers." in Science of Synthesis, Ian Fleming, Ed., Thieme Publishing: Stuttgart, 2002, pp. 371-412.
  10. Carter, R. G.; Bourland, T. C.; Graves, D. E. "1. Synthesis of ABC Ring System of Azaspiracid: Effect of D Ring Truncation on Bisspirocyclization." Org. Lett. 2002, 4, 2177-79.  AbstractPubMed Free Access
  11. Carter, R. G.; Graves, D. E.; Gronemeyer, M. A., Tschumper, G. S. "2. Synthesis of ABC Ring System of Azaspiracid: A Systematic Study into the Effect of C16 and C17 Substitution on Bisspirocyclization." Org. Lett. 2002, 4, 2181-84. AbstractPubMed Free Access
  12. Carter, R. G.; Bourland, T. C.; Zhou, X.-T.; Gronemeyer, M. A. "Controlling Influences in Bisspiroketal Formation: Synthesis of the ABC Ring System of Azaspiracid." Tetrahedron 2003, 59, 8963-74. Abstract,  PubMed Free Access
  13. Bourland, T. C.; Carter, R. G.; Yokochi, A. F. T. "Vanadium-catalyzed selenide oxidation with in situ [2,3] sigmatropic rearrangement (SOS reaction): Scope and asymmetric applications." Org. Biomol. Chem. 2004, 2, 1315-29. AbstractPubMed Free Access
  14. Zhang, W.; Carter, R. G.; Yokochi, A. F. T. "Unified Synthesis of C19-C26 Subunits of Amphidinolides B1, B2 and B3 by Exploiting Unexpected Stereochemical Differences in Crimmins’ and Evans’ Aldol Reactions."  J. Org. Chem. 2004, 69, 2569-72. AbstractPubMed Free Access
  15. Zhou, X.-T.; Carter, R. G. "Synthesis of the ABCD and ABCDE Ring Systems of Azaspiracid-1." Chem. Commun., 2004, 2138-40AbstractPubMed Free Access
  16. Zhang, W.; Carter. R. G. "Synthetic Studies Toward Amphidinolide B1: Synthesis of the C9-C26 Fragment." Org. Lett. 2005, 7, 4209-12Abstract,   PubMed Free Access
  17. Zhou, X.-T.; Carter, R. G. "Synthesis of the C1-C26 Northern Portion of Azaspiracid-1: Kinetic versus Thermodynamic Bisspiroketal Formation." Angew. Chem. Int. Ed. 2006, 45, 1787-90. AbstractPubMed Free Access
  18. Ashburn, B. O.; Carter, R. G. "Diels-Alder Approach to Poly-substituted Biaryls: Rapid Entry to Tri- and Tetra-ortho-substituted Phosphorus-Containing Biaryls." Angew. Chem. Int. Ed. 2006, 45, 6737-41. Abstract
  19. Zhou, X.-T.; Lu, L.; Furkert, D. P.; Wells, C. E.; Carter, R. G. "Synthesis of the Southern FGHI Ring System of Azaspiracid-1 and Investigation into the Controlling Elements of C28- and C36-Ketalization." Angew. Chem. Int. Ed. 2006, 45, 7622-26. Abstract, CorrectionPubMed Free Access
  20. Naffziger, M. R.; Ashburn, B. O.; Perkins, J. R.; Carter, R. G. "Diels-Alder Approach for the Construction of Halogenated, ortho-Nitro Biaryl Templates and Application to the Total Synthesis of anti-HIV Agent Siamenol." J. Org. Chem. 2007, 72, 9857-65. Abstract
  21. Ashburn, B. O.; Carter, R. G.; Zakharov, L. N. "Synthesis of Tetra-ortho-Substituted, Phosphorus-Containing and Carbonyl-Containing Biaryls Utilizing a Diels-Alder Approach." J. Am. Chem. Soc. 2007, 129, 9109-16. Abstract
  22. Ashburn, B. O.; Carter, R. G. "Diels-Alder Approach to Tetra-ortho-Substituted Biaryls Employing Propargylic Tertiary Alcohols as Dienophiles." J. Org. Chem. 2007, 72, 10220-23. Abstract
  23. Ashburn, B. O.; Carter, R. G. "Diels–Alder approach to biaryls (DAB): Importance of the ortho-nitro moiety in the [4 + 2] cycloaddition." Org. Biomol. Chem. 2008, 6,  255-57. Abstract
  24. Ashburn, B. O; Rathbone, L. K.; Camp, E. H; Carter, R. G. "A Diels-Alder Approach to Biaryls (DAB):  Synthesis of the Western Portion of TMC-95." Tetrahedron 2008, 64, 856-65. Abstract
  25. Yang, H.; Vasudevan, S.; Oriakhi, C. O.; Shields, J.; Carter, R. G. "Scalable Synthesis of Lissamine Rhodamine B Sulfonyl Chloride and Incorporation of Xanthene Derivatives onto Polymer Supports." Synthesis 2008, 957-61. Abstract
  26. Perkins, J. R.; Carter, R. G. "Synthesis of Programmable Tetra-ortho Substituted Biaryl Compounds Using Diels-Alder Cycloadditions / Cycloreversions of Di-Substituted Alkynyl Stannanes." J. Am. Chem. Soc. 2008, 130, 3290-91.  Abstract
  27. Carlson, E. K.; Rathbone, L. K.; Yang, H.; Collett, N. D.; Carter, R. G. "Improved Protocol for Asymmetric, Intramolecular Heteroatom Michael Addition Using Organocatalysis: Enantioselective Syntheses of Homoproline, Pelletierine and Homopipecolic Acid." J. Org. Chem. 2008, 73, 5155-58.  Abstract
  28. Lu, L.; Zhang, W.; Carter, R. G. "Total Synthesis of Cytotoxic Macrolide Amphidinolide B1 and the Proposed Structure of Amphidinolide B2." J. Am. Chem. Soc. 2008, 130, 7253-55.  Abstract
  29. Yang, H.; Carter, R. G.; Zakharov, L. N. "Enantioselective Total Synthesis of Lycopodine." J. Am. Chem. Soc. 2008,130, 9238-39. ABSTRACT
  30. Ashburn, B. O.; Carter, R. G.; Zakharov, L. N. "Diels-Alder Approach to Biaryls (DAB): Elucidation of Competing Tandem [2+2] Cycloaddition / [1,3] Sigmatropic Shift Pathway." J. Org. Chem. 2008, in press.

M.S. and Ph.D. Theses

1997
Rich G. Carter, Ph.D., University of Texas-Austin. Dissertation Entitled: "Part A: Studies directed toward the syntheses of the cores of Kedarcidin, Maduropeptin and C-1027; Part B: Studies directed toward the total synthesis of Eleutherobin."
Available PDF Files: Thesis

2002
T. Campbell Bourland, M.S., University of Mississippi. Thesis Entitled: "Vanadium-Catalyzed Selenide Oxidation with in situ [2,3] Sigmatropic Rearrangement: Scope and Asymmetric Applications."
Available PDF Files: Thesis

2006

Wei Zhang, Ph.D., Oregon State University. Dissertation Entitled: "Synthetic Studies toward the Total Synthesis of Amphidinolide B1."
Available PDF Files: Thesis, NMR Spectra

2008
Brad O. Ashburn, Ph.D., Oregon State University. Dissertation Entitled: "A Diels-Alder Approach to Biaryl Synthesis."
Available PDF Files: Thesis, NMR Spectra

Patents

  1. White, J. D.; Carter, R. G.; Sundermann, K. F. "Method for Synthesizing Epothilones and Epothilone Analogs." U.S. Patent No. 6,596,875.
  2. White, J. D.; Sundermann, K. F.; Carter, R. G. "Method for Synthesizing Epothilones and Epothilone Analogs." U.S. Patent No. 6,906,188.
  3. White, J. D.; Carter, R. G.; Sundermann, K. F. "Method for Synthesizing Epothilones and Epothilone Analogs." U.S. Patent No. 6,598,401.
  4. White, J. D.; Carter, R. G.; Sundermann, K. F. "Method for Synthesizing Epothilones and Epothilone Analogs." U.S. Patent No. 7,145,018..

© 2003 Rich Carter Group. Design by Red Acorn Design.