Catalytic asymmetric carbon-carbon bond formation with Grignard reagents

ORGN 363

Ben L. Feringa, b.l.feringa@rug.nl, Department of Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, Netherlands
Conjugate addition of organometallic reagents to enones and allylic substitutions of carbon nucleophiles are key C-C bond forming transformations in synthetic chemistry. The development of highly enantioselective catalytic versions of these reactions using readily available Grignard reagents has been a major challenge over the past decades. In this lecture highly enantioselective catalytic system for the conjugate addition of Grignard reagents to enones and unsaturated esters is presented. Furthermore, recent prorgress in enantioselective allylic substitution using Grignard reagents is discussed. The new methodology is illustrated with recent applications in natural product synthesis.

 

Asymmetric Reactions and Syntheses
1:00 PM-5:00 PM, Tuesday, March 27, 2007 McCormick Place East -- Room E351, Level 3, Oral

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007