Direct Asymmetric Aldol Reaction Co-catalyzed by Amphiphilic Prolinamide Phenol and Lewis Acidic Metal on Water  

作　　者：Tao Zhang Yunxiao Zhang Zaichun Li Zhongtai Song Hao Liu Jingchao Tao 

机构地区：[1]College of Chemistry and Molecular Engineering, Zhengzhou University, 75 Daxue Road, Zhengzhou, Henan 450052, China

出　　处：《Chinese Journal of Chemistry》2013年第2期247-255,共9页中国化学（英文版）

摘　　要：An approach based on combinations of various water compatible Lewis acids and lipophilic group containing amphiphilic prolinamide co-catalysts has been evaluated for the direct asymmetric Aldol reaction. From the broad screening of chloride salts from alkali metal to transition metal, LiC1, ZnCI2 and SnCI2 lead to the highest stereoselectivities. The optimized catalytic conditions （10 mol% prolinamide with 10 mol% MC12 or 20 mol% LiC1 at room temperature on water） gave anti-products with improved enantioselectivities （up to 99% ee） compared to the moderately stereoselective procedure based on prolinamide activation only.An approach based on combinations of various water compatible Lewis acids and lipophilic group containing amphiphilic prolinamide co-catalysts has been evaluated for the direct asymmetric Aldol reaction. From the broad screening of chloride salts from alkali metal to transition metal, LiC1, ZnCI2 and SnCI2 lead to the highest stereoselectivities. The optimized catalytic conditions （10 mol% prolinamide with 10 mol% MC12 or 20 mol% LiC1 at room temperature on water） gave anti-products with improved enantioselectivities （up to 99% ee） compared to the moderately stereoselective procedure based on prolinamide activation only.

关 键 词：Aldol reaction amphiphilic prolinamide Lewis acidic metal Co-cayalyst asymmetric catalysis 

分 类 号：O623.56[理学—有机化学] TQ426.94[理学—化学]