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Stereoselective synthesis of (−)-microcarpalide
Authors:Subhash P. Chavan  Cherukupally Praveen
Affiliation:Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune 411008, India
Abstract:A highly convergent and efficient synthesis of (−)-microcarpalide, a 10-membered lactone displaying remarkable microfilament disrupting activity is described. Ring-closing metathesis and Sharpless asymmetric dihydroxylations are the key steps. Our strategy highlights the application of novel hydroxy lactone precursors for the stereoselective synthesis of (−)-microcarpalide.
Keywords:Microcarpalide   Ring-closing metathesis   Sharpless asymmetric dihydroxylation   Claisen ortho ester rearrangement   cis-2-Butene-1,4-diol
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