Asymmetric Mukaiyama Aldol Reaction Catalyzed by C2-Symmetric N,N′-Dioxide-Ni(II) Complex

被引:10
作者
Zhao, Jiannan [1 ]
Zheng, Ke [1 ]
Yang, Yang [1 ]
Shi, Jian [1 ]
Lin, Lili [1 ]
Liu, Xiaohua [1 ]
Feng, Xiaoming [1 ]
机构
[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; N; N '-dioxides complex; nickel; Mukaiyama aldol reaction; glyoxal derivatives; CHIRAL LEWIS-ACIDS; C(2)-SYMMETRIC COPPER(II) COMPLEXES; HYDROGEN-BOND CATALYSIS; KETENE SILYL ACETALS; ENANTIOSELECTIVE SYNTHESIS; GLYOXYLATE ESTERS; ALPHA-KETOESTERS; PYRUVATE ESTERS; DIELS-ALDER; ADDITIONS;
D O I
10.1055/s-0030-1259698
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The N,N'-dioxide-Ni(II) complex has been developed for the asymmetric Mukaiyama aldol reaction between glyoxal derivatives and enolsilane which produced the 2-hydroxy-1,4-dicarbonyl compounds in moderate to high yields (up to 95%) with excellent enantioselectivities (up to 95% ee). Based on the configuration of the product and X-ray structure of the catalyst, a possible transition state was proposed to explain the mechanism of the reaction.
引用
收藏
页码:903 / 906
页数:4
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