Asymmetric Michael Addition of γ,γ-Disubstituted α,β-Unsaturated Aldehydes to Nitroolefins via Dienamine Catalysis

被引：96
|
作者：
Han, Bo [1 ]
Xiao, You-Cai [1 ]
He, Zhao-Quan [1 ]
Chen, Ying-Chun [1 ,2 ]
机构：
[1] Sichuan Univ, W China Sch Pharm, Dept Med Chem, Key Lab Drug Targeting & Drug Delivery Syst Educ, Chengdu 610041, Peoples R China
[2] Sichuan Univ, W China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 20期
基金：
中国国家自然科学基金;
关键词：
DIELS-ALDER REACTION; 3+3 CYCLOADDITION; EFFICIENT; KETONES; NITROALKENES; INHIBITORS; FARNESYLTRANSFERASE; ORGANOCATALYSTS; AMINOCATALYSIS; NITROSTYRENE;
D O I：
10.1021/ol901939b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first chemo- and alpha-regioselective asymmetric Michael addition of gamma,gamma-disubstituted alpha,beta-unsaturated aldehydes to nitroolefins has been presented in excellent diastereo- and enantioselectivities (dr up to >99:1, 93-96% ee) via dienamine catalysis. The Michael adducts have been efficiently converted to a number of optically pure cyclic frameworks with versatile scaffold diversity.
引用
收藏
页码：4660 / 4663
页数：4
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