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

被引：0
作者：
Rui Wang
Zhonglin Wei
Jing Guo
Yusha Feng
Enjie Xu
Haifeng Duan
Yingjie Lin
Qingbiao Yang
Jianshi Du
Yaoxian Li
机构：
[1] Jilin University,College of Chemistry
[2] China-Japan Union Hospital of Jilin University,undefined
来源：
Chemical Research in Chinese Universities | 2018年 / 34卷
关键词：
Prolinamide; Double hydrogen; Aldol reaction; Recycle; Cyclodextrin;
D O I：
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学科分类号：
摘要：
Chiral organocatalysts 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 °C. 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 in the system were separated by α-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 diastereoselectivity and enantioselectivity.
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页码：180 / 185
页数：5
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