Role of Adamantane Amide Based on L-Proline Double-H Potential Organocatalyst in Aidol Reaction with Product Separated via Host-guest Interaction  

作　　者：WANG Rui WEI Zhonglin GUO Jing FENG Yusha XU Enjie DUAN Haifeng LIN Yingjie YANG Qingbiao DU Jianshi LI Yaoxian 

机构地区：[1]College of Chemistry, Jilin University, Changehun 130012, P. R. China [2]China-Japan Union Hospital of Jilin University, Changchun 130031, P. R. China

出　　处：《Chemical Research in Chinese Universities》2018年第2期180-185,共6页高等学校化学研究（英文版）

基　　金：Supported by the National Natural Science Foundation of China（No.21174052） and the Natural Science Foundation of Jilin Province of China（Nos.20160101311JC, 20170101105JC）.

摘　　要：Chiral organoeatalysts of 4-adamantane amide based on L-proline with double hydrogen potential were synthesized and used in asymmetric aldol reactions. The reactions were evaluated in toluene under -20℃. A series of aldol products was obtained from moderate to good yields（up to 98%） with excellent diastereoselectivities（up to 〉99：1） and enantioselectivities（up to 〉99%）. The aldol products m the system were separated by a-cyclodextrin via host-guest interaction and determined by chiral HPLC. The catalyst could be reused up to five times. The 4-substitution position played an important role in diastereoselectivitv and enantioselectivitv.Chiral organoeatalysts of 4-adamantane amide based on L-proline with double hydrogen potential were synthesized and used in asymmetric aldol reactions. The reactions were evaluated in toluene under -20℃. A series of aldol products was obtained from moderate to good yields（up to 98%） with excellent diastereoselectivities（up to 〉99：1） and enantioselectivities（up to 〉99%）. The aldol products m the system were separated by a-cyclodextrin via host-guest interaction and determined by chiral HPLC. The catalyst could be reused up to five times. The 4-substitution position played an important role in diastereoselectivitv and enantioselectivitv.

关 键 词：PROLINAMIDE Double hydrogen Aldol reaction Recycle Cyclodextrin 

分 类 号：O623.626[理学—有机化学] Q945.78[理学—化学]