Development and application of a catalytic enantioselective Conia-ene reaction

ORGN 133

Britton K Corkey, corkey@berkeley.edu, Department of Chemistry, University of California, Berkeley, 611 Latimer Hall, Berkeley, CA 94720
Whereas many natural products contain all-carbon quaternary centers, enantioselective reactions that construct quaternary carbon-carbon bonds remain rare in organic synthesis. In our pursuit of methods toward this end, we have developed a palladium-catalyzed enantioselective Conia-ene reaction, which produces á-vinylated ketoesters and ketones in good yields and ee's. This method has been applied to the total synthesis of (-)-laurebiphenyl.
 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006