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Keywords:

  • enantioselective catalysis;
  • hydroacylation;
  • N-heterocyclic carbenes;
  • organocatalysis;
  • Stetter reaction
Thumbnail image of graphical abstract

NHC-catalysis proto(n)type: The title reaction produces 21 different chroman-4-one-type products in good yields and excellent enantioselectivities, in each case building up a new all-carbon quaternary stereocenter (see scheme). Based on DFT calculations a mechanistic scenario involving proton transfer, possible transition states, and a mode of enantioinduction is presented.