Allylic and propargylic phenyl selenide oxygenation by cyclohexanone oxygenase: [2,3]-sigmatraopic rearrangement of the enzyme-generated selenoxide

John A. Latham, Bruce P. Branchaud, Y. C.Jack Chen, Christopher Walsh

Research output: Contribution to journalArticle

31 Scopus citations

Abstract

Enzymic oxidation of propargylic and allylic selenides has been carried out and the resulting selenoxides found to readily undergo 2,3-sigmatropic rearrangement; the propargylic product undergoes fragmentation while the allylic product yields racemic alcohols.

Original languageEnglish (US)
Pages (from-to)528-530
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number7
DOIs
StatePublished - Jan 1 1986

    Fingerprint

ASJC Scopus subject areas

  • Molecular Medicine

Cite this