An enantiocontrolled entry to the tricyclic polar segment of (+)-fusarisetin A

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The tricyclic polar segment of fusarisetin A, designed for preparing analogues for structure-activity relationship studies of the aliphatic segment thereof, has been constructed in an enantiocontrolled manner, featuring the Yamamoto asymmetric epoxidation of a homoallylic alcohol, C3-selective ring-opening of a 3,4-epoxy alcohol, stereocontrolled merger of a γ-lactone with Garner's counterpart, and ruthenium-catalyzed ring-closing metathesis.

Original languageEnglish
Pages (from-to)517-519
Number of pages3
JournalTetrahedron Letters
Issue number5
Publication statusPublished - 2016 Feb 3


  • Epoxide ring opening
  • Fusarisetin A
  • Oxidative lactonization
  • Yamamoto asymmetric epoxidation


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