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Rich G. Carter
Associate
Professor of Chemistry
Tel: (541) 737-9486
Fax: (541) 737-9496
rich.carter@oregonstate.edu
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Gilbert Hall, Rm 301
Oregon State University
Corvallis, OR 97331 |
Departmental Faculty Page:
http://www.chemistry.oregonstate.edu/carter.html
Professional Preparation
Appointments
| September 1997 -
July 1999 |
NIH Postdoctoral Research
Fellow, Oregon State University,
Professor James D. White, Supervisor. |
| September 1993 -
July 1997 |
Research Assistant, University
of Texas at Austin,
Professor Philip D. Magnus, Supervisor. |
| September 1997 -
July 1999 |
NIH Postdoctoral Research
Fellow, Oregon State University,
Professor James D. White, Supervisor. |
| August 1999 - May
2002 |
Assistant Professor of Chemistry,
University of Mississippi, Oxford, MS. |
| January 2000 - May
2002 |
Adjunct Assistant Professor of
Medicinal Chemistry,
University of Mississippi, Oxford, MS. |
June 2002 -
September 2004
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Assistant Professor of
Chemistry,
Oregon State University, Corvallis, OR |
September 2004 -
Current
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Associate Professor of
Chemistry,
Oregon State University, Corvallis, OR |
Publications
- 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.
- White, J. D.; Carter, R. G.;
Sundermann, K. F. "A Highly Stereoselective Synthesis of Epothilone B."
J. Org. Chem. 1999, 64, 684-85.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- White, J. D.; Carter, R. G. "Silyl
Ethers." in Science of Synthesis, Ian Fleming, Ed., Thieme
Publishing: Stuttgart, 2002, pp. 371-412.
- 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. Note: Awarded "Hot Article" Status.
- 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. Note: Awarded "Hot Article" Status.
- 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. Note: Invited Symposium-in-Print article.
- 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.
- 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.
- Zhou, X.-T.; Carter, R. G. "Synthesis
of the ABCD and ABCDE Ring Systems of Azaspiracid-1." Chem. Commun., 2004, 2138-40. Note: Issue 19 Cover Article, "Hot Paper" and
Three-Page Communication.
- Zhang, W.; Carter. R. G. "Synthetic
Studies Toward Amphidinolide B1: Synthesis of the C9-C26
Fragment." Org. Lett. 2005, 7, 4209-12.
- 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.
- 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.
- 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, in press." Angew. Chem. Int. Ed. 2006, 45, 7622-26.
- 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.
Note: Issue 26 Cover
Article.
- 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.
- 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.
- 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.
- 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. Note: Invited
Symposium-in-Print article.
- 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.
- 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.
- 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.
- 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. Note:
Three-Page Communication.
- Yang, H.; Carter, R. G.; Zakharov, L.
N. "Enantioselective Total Synthesis of Lycopodine." J. Am. Chem. Soc. 2008,
130, 9238-39.
- 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.
Patents
• White, J. D.; Carter, R. G.;
Sundermann, K. F. "Method for Synthesizing
Epothilones and Epothilone Analogs." U.S. Patent No. 6,596,875.
• White, J. D.; Sundermann, K. F.; Carter, R. G. "Method for
Synthesizing
Epothilones and Epothilone Analogs." U.S. Patent No. 6,906,188.
• White, J. D.; Carter, R. G.;
Sundermann, K. F. "Method for Synthesizing
Epothilones and Epothilone Analogs." U.S. Patent No. 6,598,401.
• White, J. D.; Carter, R. G.;
Sundermann, K. F. "Method for Synthesizing
Epothilones and Epothilone Analogs." U.S. Patent No. 7,145,018.
Honors and Service
• Glenn S. Weiland Summer Research Scholarship, 1992.
• Esther Brandt Chemistry Award, 1992.
• Stine Chemistry Prize, 1993.
• Southeastern Pennsylvania Section of the American
Chemical Society Outstanding Senior Chemistry Major of Gettysburg
College, 1993.
• John B. Zinn Chemistry Research Award, 1993.
• David Burton Jr. Fellowship Award, 1996.
• NIH Post-doctoral Fellow, 1998.
• Hot Article Status (2 papers) from Organic Letters,
2002.
• Consultant, Chemica Technologies, 2003-current.
• NIH NIAID Peer Review Panel for Cooperative Research
for
the Development of Vaccines, Adjuvants, Therapeutics,
Immunotherapeutics, and Diagnostics for Biodefense, 2003.
• Invited Symposium-in-Print Articles in Tetrahedron,
2003, 2007.
• NIH Peer Review Panel, Medicinal
Chemistry A (MCHA) June Study Section,
Ad Hoc Reviewer, 2003-2004.
• Invited Speaker, 2004 National
Science Foundation Workshop for Synthetic Organic Chemistry, Minary
Center, Holderness, NH.
• Awarded Early Tenure from Oregon
State University, 2004.
• Hot Paper Status from Chemical
Communications, 2004.
• Inside Cover of Issue 19 from Chemical Communications, 2004.
• NIH Peer Review Panel, Chemical and Bioanalytical
Sciences Fellowship Review Panel, Ad
Hoc Reviewer, 2005, 2006.
• NIH Peer Review Panel, Synthetic and BIological
Chemistry A (SBCA), Ad Hoc
Reviewer, 2006.
• Jorunal Awardee, Synthesis
/ Synlett Editorial Board - Thieme Publishers, 2007.
• NIH Peer Review Panel, Synthetic and BIological
Chemistry B (SBCB), Ad Hoc
Reviewer, February & October 2007.
• Member, Synthetech Technology Committee, 2007-current.
• NIH Peer Review Panel, S10 Shared Instrumentation,
2007.
• Sugihara Young Faculty Research Award, 2007.
• Cover of Issue 26 from Journal of Organic Chemistry, 2007.
• NSF Peer Review Panel, Organic & Macromolecular
Chemistry Program - Synthesis, March / April 2008.
• Member, Research Corporation Awards Programs Advisory
Committee, 2008 - current.
Financial Support
Federal
Funding
• NIH R01 (GM 63723) Award Entitled
"Tandem Reactions in Organic
Synthesis." (June 1, 2002 - February 29, 2009)
• NSF (CHE-0549884) Award Entitled "New Methods for the
Synthesis of Biaryl Templates." (February 1, 2006-January 31, 2009)
Professional Societies
• Phi Beta Kappa, 1993.
• American Chemical Society, 1993.
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