Catalytic enantioselective synthesis of flavanones and chromanones

Margaret M. Biddle, Michael Lin, Karl A Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

249 Scopus citations

Abstract

The enantioselective synthesis of flavanones and chromanones is described. Bifunctional thiourea catalysts promote an asymmetric oxo-conjugate addition to a β-ketoester alkylidene in high yields with excellent enantioselectivity (80-94% ee) for aryl and alkyl substrates. Decarboxylation of the β-ketoester proceeds smoothly in a one-pot procedure to afford the enantioenriched flavanones and chromanones.

Original languageEnglish (US)
Pages (from-to)3830-3831
Number of pages2
JournalJournal of the American Chemical Society
Volume129
Issue number13
DOIs
StatePublished - Apr 4 2007

ASJC Scopus subject areas

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

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