Kinetic Resolution in Asymmetric Epoxidation using Iminium Salt Catalysis

Philip C. Bulman Page*, Louise F. Appleby, Yohan Chan, David P. Day, Benjamin R. Buckley, Alexandra M. Z. Slawin, Steven M. Allin, Michael J. McKenzie

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

The first reported examples of kinetic resolution in epoxidation reactions using iminium salt catalysis are described, providing up to 99% ee in the epoxidation of racemic cis-chromenes.

Original languageEnglish
Pages (from-to)8074-8082
Number of pages9
JournalThe Journal of Organic Chemistry
Volume78
Issue number16
DOIs
Publication statusPublished - 16 Aug 2013

Keywords

  • ENANTIOSELECTIVE OLEFIN EPOXIDATION
  • OXAZIRIDINIUM-MEDIATED EPOXIDATION
  • CHIRAL KETONE
  • UNFUNCTIONALIZED OLEFINS
  • HYDROGEN-PEROXIDE
  • HIGHLY EFFICIENT
  • ALLYLIC ALCOHOLS
  • STEREOSPECIFIC SYNTHESIS
  • STOICHIOMETRIC OXIDANT
  • ALKENE EPOXIDATION

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