The [2,3] Wittig rearrangement of tertiary allylic ethers. Application to the synthesis of the C12C25 subunit of zincophorin

Michael Balestra, Mark D. Wittman, James Kallmerten

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Abstract

Ketone 4, representing the C12C25 subunit of the ionophore antibiotic zincophorin, has been prepared by a sequence incorporating the [2,3] Wittig rearrangement of a tertiary allylic ether and subsequent lactonization via intramolecular, acid-catalyzed SN′ addition to an allylic ether.

Original languageEnglish (US)
Pages (from-to)6905-6908
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number52
DOIs
StatePublished - 1988

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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