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Asymmetric Total Syntheses of Cochliomycin A and Zeaenol

  作者 JANA NANDAN; NANDA SAMIK  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2012年-23;  页码  4313-4320  
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[摘要]The first asymmetric total syntheses of two resorcylic acid lactones (RALs) cochliomycin A and zeaenol have been achieved in a divergent way. The main highlight of our strategy involves successful application of stereoselecive Keck allylation and JuliaKocienski olefination to access an advanced intermediate, by starting from L-tartaric acid as a chiral pool compound. This intermediate is coupled with a trisubstituted benzoic acid to afford a common RCM precursor for both target molecules. Ring-closing metathesis at a late stage, followed by functional group manipulation, yielded the target molecules in an efficient way.

 
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