Epiandrosterone-derived prolinamide as an efficient asymmetric catalyst for Michael addition reactions of aldehydes to nitroalkenes

被引：17
|
作者：
Wang, Yongchao [1 ]
Ji, Shen [1 ]
Wei, Kun [1 ]
Lin, Jun [1 ]
机构：
[1] Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China
来源：
RSC ADVANCES | 2014年 / 4卷 / 58期
关键词：
DOMINO REACTIONS; SILYL ETHERS; ORGANOCATALYSTS; CONSTRUCTION; KETONES; DERIVATIVES; CASCADE; ACID;
D O I：
10.1039/c4ra03075c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Epiandrosterone derivatives-organocatalyzed asymmetric Michael addition of aldehydes to nitroalkenes was investigated. Among the various catalysts, a novel type of epiandrosterone-derived L-prolineamide catalyst was synthesized and exhibited better performance in both catalytic activity and stereoselectivity, providing the products with high yields (up to 98%), excellent enantioselectivities (up to 99% ee) and diastereoselectivities (up to 99 : 1 dr), and low catalyst loading (5 mol%).
引用
收藏
页码：30850 / 30856
页数：7
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