Silylene oxonium ylides: di-tert-butylsilylene insertion into C-O bonds

Laura E. Bourque, Pamela A. Haile, Janice M.N. Loy, K. A. Woerpel

Research output: Contribution to journalArticle

Abstract

Allylic ethers undergo insertions of silylenes into C-O bonds to form allylic silanes. Silylene insertion into C-O acetal bonds was also observed. Formation of silylene ylide intermediates led to [1,2]-Stevens rearrangement products as well as [2,3]-sigmatropic products depending upon the steric environment of the starting allylic ether.

Original languageEnglish (US)
Pages (from-to)5608-5613
Number of pages6
JournalTetrahedron
Volume65
Issue number28
DOIs
StatePublished - Jul 11 2009

Keywords

  • Allylic silanes
  • Oxonium ylide
  • Silylene

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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