A chemo- and diastereoselective elimination reaction

ORGN 770

Timothy L. Minger, minger@colorado.edu1, Mark Mitton-Fry2, and Tarek Sammakia, sammakia@colorado.edu1. (1) Department of Chemistry and Biochemistry, University of Colorado, Campus Box 215, Boulder, CO 80309, (2) Pfizer Global Research and Development, 558 Eastern Point Road, Groton, CT 06340
Evans and Paterson have devised an aldol addition reaction using β-alkoxy methyl ketones which proceeds with 1,5-asymmetric induction. We have found that the products of these reactions (1), when treated with catalytic potassium carbonate in isopropanol, provide enone alcohols (2) in good chemical yields and excellent chemo- and diastereoselectivity. The scope of this process will be described.

 

Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005