ORGN 96 |
| Hongmei Li and Patrick J. Walsh. Department of Chemistry, University of Pennsylvania, 231 S. 34th St., 221, philadelphia, PA 19104 |
| Catalytic asymmetric 1, 2-addition of vinylzinc reagents to aromatic α,β-unsaturated, and dialkyl ketones gave good enantionselectivies between 79-97% and good yields ranging from 84-98%. The reaction involves hydrozirconation of a terminal alkyne, transmetallation to zinc, and addition to a ketone in the presence of a chiral titanium-based Lewis acid catalyst. The reactions proceed smoothly at room temperature under 20 h. The products of these reactions are tertiary allylic alcohols with chiral quaternary centers that are useful in organic synthesis. |
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry |