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Keywords:

  • aldol reaction;
  • asymmetric synthesis;
  • carbohydrates;
  • organocatalysis;
  • pyruvates

Abstract

Direct aldol reactions of pyruvate esters with sugar aldehydes is efficiently promoted by dinuclear metal complexes or chiral Cinchona alkaloid organocatalysts. Application of sterically hindered aryl esters enables the to-date problematic aldol reaction of pyruvate donors with syn- or anti-selectivity en route to the short and efficient synthesis of 3-deoxy-2-ulosonic acids.