Pyridine Group Assisted Addition of Diazo-Compounds to Imines in the 3-CC Reaction of 2-Aminopyridines, Aldehydes, and Diazo-Compounds

被引:43
作者
Gulevich, Anton V. [1 ]
Helan, Victoria [1 ]
Wink, Donald J. [1 ]
Gevorgyan, Vladimir [1 ]
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
基金
美国国家卫生研究院;
关键词
ASYMMETRIC MANNICH REACTION; CHIRAL DICARBOXYLIC-ACID; CATALYZED REACTIONS; EFFICIENT; MIGRATION; ACYLDIAZOMETHANES; 1,2-ARYL; DESIGN;
D O I
10.1021/ol400148r
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
A novel three-component coupling (3-CC) reaction of 2-aminoazines, aromatic aldehydes, and diazo-compounds producing polyfunctional beta-amino-alpha-diazo-compounds has been developed. The reaction features an unprecedented heterocycle-assisted addition of a diazo-compound to an imine. The obtained diazoesters were efficiently converted into valuable heterocycles as well as beta-amino acid derivatives.
引用
收藏
页码:956 / 959
页数:4
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