New chiral binaphthalene-derived iminium salt organocatalysts for asymmetric epoxidation of alkenes

P. C. B. Bulman Page, M. M. Farah, B. R. Buckley, A. J. Blacker

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Abstract

A series of binaphthalene-fused azepinium salts has been generated and used as organocatalysts in the asymmetric epoxidation of unfunctionalized alkenes, giving rise to ees of up to 84%.
Original languageEnglish
Pages (from-to)4424-4430
Number of pages7
JournalThe Journal of Organic Chemistry
Volume72
Issue number12
DOIs
Publication statusPublished - 2007

Keywords

  • CIS-OLEFINS
  • ENANTIOSELECTIVE OLEFIN EPOXIDATION
  • OXAZIRIDINIUM SALT
  • IN-SITU
  • OXONE
  • DIOXIRANE
  • TERMINAL OLEFINS
  • OXYGEN-TRANSFER
  • CINNAMIC ACID-DERIVATIVES
  • AMINE-CATALYZED EPOXIDATION

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