Functionalized iminium salt systems for catalytic asymmetric epoxidation

P. C. B. Bulman Page, G. A. Rassias, D. Barros, A. Ardakani, B. Buckley, D. Bethell, T. A. D. Smith, A. M. Z. Slawin

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Abstract

A range of dihydroisoquinolinium salts containing alcohol, ether, and acetal functionalities in the nitrogen substituent has been prepared and tested as asymmetric epoxidation catalysts, providing ee's of up to ca. 60%.
Original languageEnglish
Pages (from-to)6926-6931
Number of pages6
JournalJournal of Organic Chemistry
Volume66
Issue number21
DOIs
Publication statusPublished - 2001

Keywords

  • HYDROGEN-PEROXIDE
  • ALKENE EPOXIDATION
  • SYSTEM
  • SYNTHETIC ENZYMES
  • HIGHLY ENANTIOSELECTIVE EPOXIDATION
  • CHIRAL OXAZIRIDINIUM SALT
  • EFFICIENT EPOXIDATION
  • N-SULFONYLOXAZIRIDINES
  • OXYGEN-TRANSFER
  • UNFUNCTIONALIZED OLEFINS
  • TRIPHASE

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