Enantioselective bromocycloetherification by Lewis base/chiral Brønsted acid cooperative catalysis

Scott E. Denmark, Matthew T. Burk

Research output: Contribution to journalArticlepeer-review

Abstract

A binary catalyst system for the enantioselective bromocycloetherification of 5-arylpentenols is described. The combination of an achiral Lewis base and a chiral Brønsted acid affords good enantioselectivities for the cyclization of Z configured 5-arylpentenols to form bromomethyltetrahydrofurans. The constitutional site selectivity is highly dependent upon the aromatic substituent and the configuration of the double bond.

Original languageEnglish (US)
Pages (from-to)256-259
Number of pages4
JournalOrganic Letters
Volume14
Issue number1
DOIs
StatePublished - Jan 6 2012

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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