A dual Lewis base activation strategy for enantioselective carbene-catalyzed annulations

Javier Izquierdo, Ane Orue, Karl A. Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

233 Scopus citations

Abstract

A dual activation strategy integrating N-heterocyclic carbene (NHC) catalysis and a second Lewis base has been developed. NHC-bound homoenolate equivalents derived from α,β-unsaturated aldehydes combine with transient reactive o-quinone methides in an enantioselective formal [4 + 3] fashion to access 2-benzoxopinones. The overall approach provides a general blueprint for the integration of carbene catalysis with additional Lewis base activation modes.

Original languageEnglish (US)
Pages (from-to)10634-10637
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number29
DOIs
StatePublished - Jul 24 2013

ASJC Scopus subject areas

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

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