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  • Title: Synthesis of the C-1-C-28 ABCD unit of spongistatin 1.
    Author: Gaunt MJ, Jessiman AS, Orsini P, Tanner HR, Hook DF, Ley SV.
    Journal: Org Lett; 2003 Dec 11; 5(25):4819-22. PubMed ID: 14653682.
    Abstract:
    The synthesis of the C-1-C-28 ABCD fragment of spongistatin is described. Anti-selective boron-mediated aldol coupling of a CD spiroketal ketone fragment to an AB spiroketal aldehyde unit forms the desired C1-C28 advanced intermediate. Other features include the double conjugate addition of a dithiol to an ynone to generate the key beta-keto-dithiane unit required for the synthesis of the AB spiroketal fragment. [reaction: see text]
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