Metal-catalyzed rearrangement of homoallylic ethers to silylmethyl allylic silanes in the presence of a di-tert-butylsilylene source

Pamela A. Cleary, K. A. Woerpel

Research output: Contribution to journalArticlepeer-review

Abstract

(Chemical Equation Presented) In examining the scope of the di-rert-butylsilylene transfer to gem-disubstituted alkenes to form silacyclopropanes, we discovered an unprecedented reaction of homoallylic ethers. When silylene transfer was performed at room temperature or above, two di-rert-butylsilylene units were incorporated into the molecule, and complete rearrangement of the carbon backbone occurred. This report describes the scope of this unique reaction as well as the mechanistic studies conducted that led to a proposed mechanism.

Original languageEnglish (US)
Pages (from-to)5531-5533
Number of pages3
JournalOrganic Letters
Volume7
Issue number24
DOIs
StatePublished - Nov 24 2005

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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