Convergent Asymmetric Disproportionation Reactions: Metal/Bronsted Acid Relay Catalysis for Enantioselective Reduction of Quinoxalines

被引：170

作者：

Chen, Qing-An ^{[1
]}

Wang, Duo-Sheng ^{[1
]}

Zhou, Yong-Gui ^{[1
]}

Duan, Ying ^{[1
]}

Fan, Hong-Jun ^{[1
]}

Yang, Yan ^{[1
]}

Zhang, Zhang ^{[1
]}

机构：

[1] Chinese Acad Sci, State Key Lab Catalysis & Mol React Dynam, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 16期

基金：

中国国家自然科学基金;

关键词：

ORGANOCATALYTIC TRANSFER HYDROGENATION; FRIEDEL-CRAFTS ALKYLATION; CHIRAL PHOSPHORIC-ACIDS; HETEROAROMATIC-COMPOUNDS; COOPERATIVE CATALYSIS; EFFICIENT; QUINOLINES; INDOLES; IMINES; METAL;

D O I：

10.1021/ja200723n

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convergent asymmetric disproportionation of dihydroquinoxalines for the synthesis of chiral tetrahydroquinoxalines using a metal/Bronsted acid relay catalysis system has been developed. The use of hydrogen gas as the reductant makes the convergent disproportionation an ideal atom-economical process. A dramatic reversal of enantioselectivity was observed in the reduction of quinoxalines because of the different steric demands in the 1,2- and 1,4-hydride transfer pathways.

引用

页码：6126 / 6129

页数：4

共 72 条

[1] Stronger bronsted acids [J].