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  • Title: Stereoselective synthesis of the C1-C11 and C12-C34 fragments of mycalolide A.
    Author: Hoffman TJ, Kolleth A, Rigby JH, Arseniyadis S, Cossy J.
    Journal: Org Lett; 2010 Aug 06; 12(15):3348-51. PubMed ID: 20670003.
    Abstract:
    A convergent synthesis of the C1-C11 and C12-C34 fragments of mycalolide A is described. Synthetic highlights include a highly E-selective cross-metathesis between a vinyl-functionalized bis-oxazole unit and a polypropionate side chain to introduce the C19-C20 double bond and an enzymatic desymmetrization of a meso-diol in addition to five stereoselective allylations/crotylations to control the 11 stereogenic centers present in the natural product.
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