A novel pyrrolidine imide-catalyzed direct formation of alpha, beta-unsaturated ketones from unmodified ketones and aldehydes

ORGN 146

Hao Li, haoli@unm.edu, Yujiang Mei, Jian Wang, and Wei Wang, wwang@unm.edu. Department of Chemistry, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001
A method for direct, stereoselective preparation of (E) alpha, beta-unsaturated ketones from ketones and aldehydes, promoted by a novel pyrrolidine imide organocatalyst, has been developed in moderate to high yields. Unlike the Claisen-Schmidt condensation and Lewis-acid catalyzed tandem aldol-dehydration processes, this method provides mild reaction conditions to access alpha, beta-unsaturated ketones from simple, unmodified ketones.
 

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

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Organic Chemistry

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