ORGN 32 |
| The importance of substituted pyrrolidines and piperidines as biologically active compounds and their widespread occurrence in alkaloids have led to the development of numerous synthetic methods for their preparation. An important class of these targets are 3-aminopyrrolidine, which are useful building blocks for the construction of bioactive compounds and received considerable attention from both synthetic and medicinal chemists over the past decade. As part of our ongoing interest in the chemistry of azetidines (four membered ring nitrogen heterocycles), we have developed a new synthetic methodology for an efficient asymmetric synthesis of 3-aminopyrrolidines using a ring enlargement strategy. More than 20 different examples were studied and the methodology was applied to the first asymmetric synthesis of the naturally occurring alkaloids Laburnamine and Absouline.
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Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- 202B, Oral
Division of Organic Chemistry |
