Tandem Base-Promoted Ring Opening/ Brook Rearrangement/Allylic Alkylation of O-Silyl Cyanohydrins of β-Silyl-α,β-epoxyaldehydes

Kei Takeda, Eiji Kawanishi, Michiko Sasaki, Yuji Takahashi, Kentaro Yamaguchi

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

(matrix presented) Metalated O-silyl cyanohydrins of β-silyl-α,β-epoxyaldehyde have been found to serve as functionalized homoenolate equivalents by a tandem sequence involving a base-promoted ring opening of the epoxide, Brook rearrangement, and alkylation of the resulting allylic anion.

Original languageEnglish
Pages (from-to)1511-1514
Number of pages4
JournalOrganic letters
Volume4
Issue number9
DOIs
Publication statusPublished - May 2 2002
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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