Asymmetric Carbonyl-Ene Reaction Catalyzed by Chiral N,N′-Dioxide-Nickel(II) Complex: Remarkably Broad Substrate Scope

被引：104

作者：

Zheng, Ke ^{[1
]}

Shi, Jian ^{[1
]}

Liu, Xiaohua ^{[1
]}

Feng, Xiaoming ^{[1
,2
]}

机构：

[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China

[2] Sichuan Univ, State Key Lab Biotherapy, Chengdu 610041, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 47期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1021/ja808023y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Highly enantioselective carbonyl-ene reaction of glyoxal derivatives and glyoxylate with various alkenes was accomplished using a novel nickel (II)-N,N'-dioxide complex under mild conditions, which facilitated the asymmetric synthesis of biologically interesting a-hydroxy carbonyl compounds. Various aromatic, aliphatic, and heteroaromatic glyoxal derivatives, as well as glyoxylate, could be tolerated in this system and afforded the corresponding adducts in excellent enantioselectivities (97->99% ee) with high yields. Moreover, the catalyst loading could even be decreased to 1 mol%, while the enantioselectivity was basically maintained.

引用

页码：15770 / +

页数：3

共 44 条

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