ORGN 168 |
De novo synthesis of galacto-pyranosides and 4-deoxy-pyrano-lactones via an iterative use of Sharpless asymmetric dihydroxylation
| Md. Moinuddin Ahmed, Dennis J Tomcik, and George A. O'Doherty. C. Eugene Bennett Department of Chemistry, West Virginia University, 284 Prospect Street, 217 Clark Hall of Chemistry, WVU, Morgantown, WV 26506-6045 |
| Continuing our ongoing interest in carbohydrate synthesis by means of asymmetric catalysis, the de-novo asymmetric synthesis of several galacto-pyranosides and 4-deoxy-pyrano-lactones from dienoates will be described. Our synthesis relies on a regioselective Sharpless asymmetric dihydroxylation followed by a subsequent matched diastereoselective Sharpless asymmetric dihydroxylation to establish the absolute and relative galacto-stereochemistry. 
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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
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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