α,β-epoxy vinyl triflates in Pd-catalyzed reactions

Kana Yamamoto, Clayton H. Heathcock

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

(matrix presented) Reactions of steroidal αβ-epoxy vinyl triflates in Pd-catalyzed reactions are described. Oxidative insertion of Pd0 into the C-O bond, giving vinylpalladium 12, is faster than formation of the π-allyl derivative from the vinyl epoxide. Although 12 can be trapped under certain conditions, it eventually rearranges to palladium alkoxide 14, which is in equilibrium with 15 and/or 10.

Original languageEnglish
Pages (from-to)1709-1712
Number of pages4
JournalOrganic Letters
Volume2
Issue number12
DOIs
Publication statusPublished - 2000 Jun 15
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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