Iridium-catalyzed enantioselective allylic vinylation

James Y. Hamilton, David Sarlah, Erick M. Carreira

Research output: Contribution to journalArticlepeer-review

Abstract

The first example of Ir-catalyzed asymmetric substitution reaction with vinyl trifluoroborates is described. The direct reaction between branched, racemic allylic alcohols and potassium alkenyltrifluoroborates proceeded with high site selectivity and excellent enantioselectivity (up to 99%) mediated by an Ir-(P,olefin) complex. This method allows rapid access to various 1,4-dienes or trienes including the biologically active natural products (-)-nyasol and (-)-hinokiresinol.

Original languageEnglish (US)
Pages (from-to)994-997
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number3
DOIs
StatePublished - Jan 23 2013
Externally publishedYes

ASJC Scopus subject areas

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

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