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Keywords:

  • Lewis base;
  • organocatalysis;
  • reduction;
  • silicon;
  • β-amino acids
Thumbnail image of graphical abstract

Reduced to the basics: Activation of Lewis acidic Cl3SiH with chiral amide-based Lewis bases allows for the stereocontrolled reduction of several types of β-enamino esters (see scheme). By this, the new motif of α-acetoxy β-enamino esters is transformed into α-hydroxy β-amino acids, a transformation still unknown in transition metal-catalyzed hydrogenation. PMP=4-methoxyphenyl.