Enantioselective copper(II)-catalyzed Henry reaction utilizing chiral aziridinyl alcohols

被引:10
|
作者
Wang, Xiaojuan [1 ]
Zhao, Wenxian [1 ,2 ]
Li, Gaowei [1 ]
Wang, Jin [2 ]
Liu, Guanjun [2 ]
Liu, Lantao [1 ]
Zhao, Ruijuan [2 ]
Wang, Mincan [2 ]
机构
[1] Shangqiu Normal Univ, Sch Chem & Chem Engn, Shangqiu 476000, Henan, Peoples R China
[2] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450052, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
aziridinyl alcohols; copper; asymmetric synthesis; Henry reaction; ASYMMETRIC NITROALDOL REACTION; AMINO-ALCOHOLS; LIGANDS; ALDEHYDES; DIETHYLZINC; CATALYST; COMPLEX; REDUCTION; DESIGN;
D O I
10.1002/aoc.3232
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A family of enantiopure -aminoalcohols based on aziridine backbones were synthesized, and examined as chiral ligands for the copper(II)-catalyzed asymmetric Henry reaction of aromatic aldehydes with nitromethane, giving -nitroalcohols in excellent yields (up to 93%) and moderate to good enantioselectivities (up to 82%). Moreover, possible transition states of the reaction are proposed. Copyright (c) 2014 John Wiley & Sons, Ltd.
引用
收藏
页码:892 / 899
页数:8
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