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Concise total synthesis of (+)-brefeldin A: a combined beta-lactone/cross-metathesis-based strategy
1Department of Chemistry, Texas A&M University, P.O. Box 30012, College Station 77842-3012, USA.
Organic Letters
|September 14, 2002
Abstract:
[reaction: see text] A highly convergent total synthesis of (+)-brefeldin A that relies on a diastereoselective, beta-lactone-based cyclopentane synthesis combined with complex cross-metathesis reactions is described. The utility of beta-lactones for natural product synthesis and the versatility of cross-metathesis in this context were demonstrated, including the tolerance of an epimerizable aldehyde and a beta-lactone.