Diastereoselective [2,3] Wittig rearrangement of tertiary α-lithio ethers

Michael Balestra, James Kallmerten

Research output: Contribution to journalArticle

31 Scopus citations

Abstract

Tertiary allylic methyl(tri-n-butylstannyl) ethers undergo transmetallation and subsequent diastereoselectve [2,3] Wittig rearrangement, wherein chirality transfer and olefin selectivity for the [2,3] sigmatropic event is mediated by a stereogenic center external to the sigmatropic framework.

Original languageEnglish (US)
Pages (from-to)6901-6904
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number52
DOIs
StatePublished - 1988

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this