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Keywords:

  • aza-Diels–Alder reactions;
  • cooperative catalysis;
  • enamines;
  • Lewis acids;
  • multicomponent reactions
Thumbnail image of graphical abstract

Powerful combination: Arylamines and metal Lewis acids are used as catalysts in the highly chemo- and enantioselective three-component inverse-electron-demand aza-Diels–Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Brønsted acid.