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Total synthesis of (-)-bitungolide F
Yingpeng Su1, Yanfen Xu, Junjie Han
1Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, PR China.
The Journal of Organic Chemistry
|March 28, 2009
Abstract:
An efficient total synthesis of (-)-bitungolide F (6) in 17 steps and 20.1% yield is described herein. Key steps involve a Myers asymmetric alkylation to introduce the C6 methyl with proper stereochemistry, a Claisen-like cyclization to construct the alpha,beta-unsaturated delta-lactone and a Julia-Kocienski olefination to assemble the conjugated diene moiety.
