Iridium-catalyzed enantioselective allylic alkynylation

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

Research output: Contribution to journalArticlepeer-review

Abstract

No leaving group needed: With an Ir(P,olefin) complex as catalyst, the direct enantioselective allylic alkynylation of secondary allylic alcohols with potassium alkynyltrifluoroborates as alkynylating reagents has been achieved. High levels of enantioselectivity and high yields were achieved with this operationally easy and robust protocol, the use of which was demonstrated in the synthesis of GPR40 receptor agonist AMG 837. cod=1,5-cyclooctadiene.

Original languageEnglish (US)
Pages (from-to)7532-7535
Number of pages4
JournalAngewandte Chemie - International Edition
Volume52
Issue number29
DOIs
StatePublished - Jul 15 2013
Externally publishedYes

Keywords

  • alkynes
  • alkynyltrifluoroborates
  • allylic substitution
  • enantioselectivity
  • iridium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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