Highly regioselective and diastereoselective epoxidation of allylic amines with Oxone

VK Aggarwal*, GY Fang

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

28 Citations (Scopus)

Abstract

Allylic amines ( as their protonated ammonium salts) can be epoxidised with high syn diastereoselectivity and regioselectivity at the proximal alkene in substrates with several double bonds using Oxone. The protonated ammonium cation activates the Oxone by hydrogen bonding, thus promoting the oxidation of groups within the vicinity of the complex.

Original languageEnglish
Pages (from-to)3448-3450
Number of pages3
JournalChemical Communications
Issue number27
DOIs
Publication statusPublished - 2005

Keywords

  • M-CHLOROPERBENZOIC ACID
  • CATALYZED EPOXIDATION
  • ALKENYLAMMONIUM SALTS
  • ALKENES
  • DIMETHYLDIOXIRANE
  • MECHANISM
  • OLEFINS

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