Novel Schiff base ligands derived from Cinchona alkaloids for Cu(II)-catalyzed asymmetric Henry reaction

被引:46
作者
Wei, Yu [1 ]
Yao, Lin [1 ]
Zhang, Bangle [2 ]
He, Wei [1 ]
Zhang, Shengyong [1 ]
机构
[1] Fourth Mil Med Univ, Sch Pharm, Dept Chem, Xian 710032, Shaanxi Provinc, Peoples R China
[2] Fourth Mil Med Univ, Sch Pharm, Dept Pharmaceut, Xian 710032, Shaanxi Provinc, Peoples R China
基金
中国国家自然科学基金;
关键词
Henry reaction; Schiff base ligands; Copper complexes; Asymmetric catalysis; Cinchona alkaloids; ENANTIOSELECTIVE NITROALDOL REACTION; THIOUREA BIFUNCTIONAL ORGANOCATALYST; CHIRAL COPPER-COMPLEXES; AMINO ALCOHOL; CATALYSIS; EFFICIENT; SALT; DERIVATIVES; ALDEHYDES; BIS(THIAZOLINE);
D O I
10.1016/j.tet.2011.08.076
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new series of Schiff bases derived from Cinchona alkaloids were developed as chiral ligands for the copper(II)-catalyzed asymmetric Henry reaction. The optimized catalyst can promote the Henry reaction of both aromatic and aliphatic aldehydes with nitromethane or nitroethane. Those reactions can afford the chiral beta-nitro alcohol adducts with high enantioselectivities. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8552 / 8558
页数:7
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