N-Heterocyclic carbene-catalyzed enantioselective annulations: A dual activation strategy for a formal [4+2] addition for dihydrocoumarins

Anna Lee, Karl A. Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticle

83 Scopus citations

Abstract

A highly efficient asymmetric formal [4+2] annulation for the synthesis of dihydrocoumarins has been developed via an in situ activated NHC catalysis. Both electrophilic and nucleophilic species are generated in situ simultaneously whereby acyl imidazoles facilitated rapid formation of an NHC-enolate intermediate to afford the [4+2] dihydrocoumarin adducts.

Original languageEnglish (US)
Pages (from-to)3407-3410
Number of pages4
JournalChemical Communications
Volume51
Issue number16
DOIs
StatePublished - Feb 25 2015

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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