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Synthesis of polyketides via diastereoselective acetalization

  • aChemistry & Biochemistry
    ,
  • bUniversity of California, Los Angeles
    ,
  • cDept. of Chemistry and Biochemistry
    ,
  • dKosan Biosciences, Inc.
Research Output: Contribution to journal Article Peer-review

Abstract

(Matrix presented) Diastereoselective acetalization of pseudo-C 2-symmetric 1,3,5-triol systems is a general strategy for the rapid generation of polyketides. The oxidative acetalization reaction shown above was studied under both kinetic and thermodynamic conditions, using synthetic 1,3,5-triol units. In addition, all possible stereochemical variants of a 1,3,5-triol system were prepared from the corresponding acetal to expand the synthetic versatility of this method.

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