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

Proline Catalyzed Asymmetric Aldol Reaction between Methyl Ketones and a-Ketoesters
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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.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2006年第9期1196-1199,共4页 中国化学(英文版)
关键词 PROLINE CATALYSIS ASYMMETRIC aldol addition α-ketoester proline, catalysis, asymmetric, aldol addition, α-ketoester
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