Asymmetric epoxidation of olefins catalyzed by chiral iminium salts generated in situ from amines and aldehydes

Man Kin Wong, Lai Mei Ho, Yan Song Zheng, Chun Yu Ho, Dan Yang

Research output: Journal article publicationJournal articleAcademic researchpeer-review

76 Citations (Scopus)

Abstract

(Equation presented) A new approach for catalytic asymmetric epoxidation of olefins was developed that utilized chiral iminium salts, generated in situ from chiral amines and aldehydes, as catalysts. Epoxidation reactions can be conducted with 20 mol % of amines and aldehydes. The enantioselectivity of epoxides can be up to 65%. This modular approach obviates the difficulties inherent in the preparation and isolation of unstable exocyclic iminium salts.
Original languageEnglish
Pages (from-to)2587-2590
Number of pages4
JournalOrganic Letters
Volume3
Issue number16
DOIs
Publication statusPublished - 9 Aug 2001
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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