SEARCH

SEARCH BY CITATION

Keywords:

  • asymmetric synthesis;
  • homoenolates;
  • homogeneous catalysis;
  • Lewis acids;
  • total synthesis
Thumbnail image of graphical abstract

A cooperative catalysis approach for the enantioselective formal [3+2] addition of α,β-unsaturated aldehydes to isatins has been developed. Homoenolate annulations of β-aryl enals catalyzed by an N-heterocyclic carbene (NHC) require the addition of lithium chloride for high levels of enantioselectivity. This NHC-catalyzed annulation has been used for the total synthesis of maremycin B.