Professor Education: B.S. Gettysburg College (1993); Ph.D. University of Texas at Austin (1997); NIH Postdoctoral Fellow, Oregon State University (1997-99). Awards: Esther Brandt Chemistry Award (1992); Stine Chemistry Prize (1993); John B. Zinn Chemistry Research Award (1993); David Burton Jr. Fellowship Award (1996); National Institutes of Health Postdoctoral Fellow (1997-99); Awarded Early Tenure from Oregon State University (2004); Jorunal Awardee, Synthesis / Synlett Editorial Board - Thieme Publishers (2007); Sugihara Young Faculty Research Award (2007); Research Corporation Awards Programs Advisory Committee Member (2008 - current). Email: rich.carter@oregonstate.edu Office: GILB 301 Phone: (541) 737-9486 Fax: (541) 737-9496 Research Group Website: http://www.chemistry.oregonstate.edu/carter/ Organic and Bioorganic Website: http://www.chemistry.oregonstate.edu/organic/

Our research efforts are focused toward the construction of structural motifs not well addressed by existing synthetic approaches.  A portion of this research is directed toward the synthesis of complex, biologically active natural products covering the spectrum in structural diversity: spiroketals, macrolides, terpenes, alkaloids and cyclic peptides.  We also are interested in developing new methods for synthesizing non-natural organic compounds.  One current area of research in this direction is the development of novel approaches for the synthesis of highly functionalized biaryl compounds.  A more detailed description of these projects can be found on our research group website.

Representative Publications

• Asymmetric Construction of Nitrogen-Containing, [2.2.2] Bicyclic Scaffolds Using N-(p-Dodecylphenylsulfonyl)-2-Pyrrolidinecarboxamide, J. Org. Chem., 2009, 74, in press (Featured Article).
• N-(p-dodecylphenylsulfonyl)-2-Pyrrolidinecarboxamide: A Practical Proline Mimetic for Facilitating Enantioselective Aldol Reactions, Org. Lett., 2008, 10, 4649-4652.
• Diels-Alder Approach to Biaryls (DAB): Elucidation of Competing Tandem [2+2] Cycloaddition / [1,3] Sigmatropic Shift Pathway, J. Org. Chem., 2008, 73, 7305-7309.
• Enantioselective Total Synthesis of Lycopodine, J. Am. Chem. Soc., 2008, 130, 9238-9239.
• Total Synthesis of Cytotoxic Macrolide Amphidinolide B1 and the Proposed Structure of Amphidinolide B2, J. Am. Chem. Soc., 2008, 130, 7253-7255.
• Synthesis of Programmable Tetra-ortho Substituted Biaryl Compounds Using Diels-Alder Cycloadditions / Cycloreversions of Di-Substituted Alkynyl Stannanes, J. Am. Chem. Soc., 2008, 130, 3290-3291.
• Synthesis of Tetra-ortho-Substituted, Phosphorus-Containing and Carbonyl-Containing Biaryls Utilizing a Diels-Alder Approach, J. Am. Chem. Soc., 2007, 129, 9109-9116.
• 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, 9857-9865 (Cover Article, Issue 26).