4,4′‐Disubstituted <scp>L</scp>‐Prolines as Highly Enantioselective Catalysts for Direct Aldol Reactions
Advanced Synthesis & CatalysisPublished 1 October 2006
Liuqun Gu, Menglong Yu, Xiaoyu Wu, Yazhu Zhang, Gang Zhao
Citations47
SJR quartileQ1
SJR score0.93
SNIP0.92
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Abstract
Abstract A new series of 4,4′‐disubstituted prolines ( 1a–h ) has been developed and tested as organocatalysts in the direct catalytic asymmetric aldol reaction of several aliphatic ketones with aldehydes. Catalyst 1g affords the best enantioselectivities for this transformation. The reaction was carried out in DMF using a catalyst loading of 10 mol % at −10 °C to give the aldol products in up to 97 % ee for acetone. In the cases of cyclohexanone and cyclopentanone, the corresponding anti ‐products were obtained in 94 % ee .
Keywords
Chemistry
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