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Keywords:

  • asymmetric catalysis;
  • rhodium;
  • sulfur-olefin ligand;
  • 1,2-addition;
  • stereoselectivity reversal

Abstract

Simple and readily available chiral N-(sulfinyl)allylamines have been developed as efficient novel ligands for the rhodium-catalyzed enantioselective 1,2-addition of arylboronic acids to challenging aliphatic α-ketoesters. By employing the linear or branched sulfinamide-olefin ligands, interesting enantioselectivity as well as regioselectivity reversal in the related asymmetric additions were observed.