ORGN 137 |
| 1,3-dipolar cycloadditions continue to serve as one of the most significant methods for the construction of five-membered heterocycles. Asymmetric cycloadditions of numerous 1,3-dipoles are well known. Enantioselective methods for cycloadditions with nitrile ylides have not been reported. Herein, we wish to report the first successful examples of highly regio- and diastereoselective addition of nitrile ylides to olefins bearing a chiral oxazolidinone to afford 3,4-dihydro-2H-pyrrole derivatives in moderate to good yields. Details of the synthetic methodology and the breadth and scope of the reaction will be presented. |
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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
Division of Organic Chemistry |