Abstract
AbstractCinchona‐derived primary amine catalysts in combination with a trichloroacetic acid (TCA) additive catalysed the aldol reaction of pyruvic aldehyde dimethyl acetal with isatins in highly enantioselective manner. Both enantiomers of 3‐substituted 3‐hydroxy‐2‐oxindoles were obtained using pseudo‐enantiomeric organocatalysts. Mild reaction conditions, excellent stereocontrol, the accessibility of both enantiomers of the 3‐substituted 3‐hydroxy‐2‐oxindole products, and the additional functionality (masked aldehyde) that may be used for the further elaboration of the products, are important features of the catalytic protocol.
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