Enantioselective synthesis of biphenols from 1,4-diketones by traceless central-to-axial chirality exchange

Fenghai Guo, Leah C. Konkol, Regan J. Thomson

Research output: Contribution to journalArticle

100 Scopus citations

Abstract

A method for the enantioselective synthesis of biphenols from readily prepared 1,4-diketones is reported. Key to the success of this method is the highly selective transfer of central to axial chirality during a double aromatization event triggered by BF3·OEt2. On the basis of X-ray crystallographic data, a stereochemical model for this chirality exchange process is put forth.

Original languageEnglish (US)
Pages (from-to)18-20
Number of pages3
JournalJournal of the American Chemical Society
Volume133
Issue number1
DOIs
StatePublished - Jan 12 2011

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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