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Keywords:

  • aluminum;
  • asymmetric catalysis;
  • homogeneous catalysis;
  • binaphthols;
  • cyanohydrins
Thumbnail image of graphical abstract

(R)- and (S)-binolam–AlCl complexes act as bifunctional catalysts to mediate the enantioselective cyanophosphorylation of aldehydes at room temperature. The resulting chiral cyanohydrin O-phosphates can be reduced to β-aminoalcohols or, when suitably substituted, can be transformed into γ-cyanoallylic alcohols through palladium-catalyzed allylic substitution, without loss of enantiomeric excess (see scheme).