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Keywords:

  • asymmetric [4+2] annulation;
  • chiral phosphines;
  • organocatalysts;
  • spirooxindoles

Abstract

Thumbnail image of graphical abstract

A novel asymmetric [4+2] annulation of vinyl ketones with oxindole-derived α,β-unsaturated imines has been developed in the presence of a multifunctional thiourea-phosphine catalyst derived from a natural amino acid, providing the first phosphine-catalyzed enantioselective synthesis of 2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyridin]-2-ones in good yields with excellent stereoselectivities under mild conditions.