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Stereoselective synthesis ofvic-halohydrins and an unusual Knoevenagel product from an organocatalyzed aldol reaction:A non-enamine mode
摘    要:Stereoselective synthesis by an aldol reaction between chloroacetone and aldehyde was studied using a synthesized chiral organocatalyst and triethylamine. The reaction gave α-chloro-β-hydroxy ketones in excellent yield with highantiselectivity and enantioselectivity. The chiral organocatalyst was also used in the Knoevenagel reaction, which gave α-cyano-β-hydroxy ketones at a low tem-perature and the usual Knoevenagel product at a high temperature. Both products were obtained in good to moderate yield with goodanti selectivity in the case of α-cyano-β-hydroxy ketone deriva-tives.

关 键 词:Aldol reaction  Asymmetric synthesis  Chloroacetone  Diastereoselectivity  Hydroxy propanoate  Knoevenagel reaction  Pyrrolidine derivative
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