Proline Catalyzed Asymmetric Aldol Reaction between Methyl Ketones and a-Ketoesters  

作　　者：王亚军 沈宗旋 李斌 张雅文 

机构地区：[1]Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou, Jiangsu 215006, China

出　　处：《Chinese Journal of Chemistry》2006年第9期1196-1199,共4页中国化学（英文版）

摘　　要：Direct asymmetric aldol additions of acetone/and butanone to a-ketoesters were achieved using L-proline as a chiral catalyst. Various optically active a-hydroxyesters were obtained in the yields of 43%-93% with enantioselectivities up. to 81% e.e. The steric effect seems to be an important factor which influences the activity and the selectivity of the reaction. Acetone showed higher reactivity than butanone while the latter provided better enantioselectivity in some cases.Direct asymmetric aldol additions of acetone/and butanone to a-ketoesters were achieved using L-proline as a chiral catalyst. Various optically active a-hydroxyesters were obtained in the yields of 43%-93% with enantioselectivities up. to 81% e.e. The steric effect seems to be an important factor which influences the activity and the selectivity of the reaction. Acetone showed higher reactivity than butanone while the latter provided better enantioselectivity in some cases.

关 键 词：PROLINE CATALYSIS ASYMMETRIC aldol addition α-ketoester 

分 类 号：O623.52[理学—有机化学] O643.3[理学—化学]