Biomimetic asymmetric reduction of benzoxazinones and quinoxalinones using ureas as transfer catalysts

被引：21

作者：

Zhao, Zi-Biao ^{[1
,2
]}

Li, Xiang ^{[1
]}

Chen, Mu-Wang ^{[3
]}

Zhao, Zongbao K. ^{[3
]}

Zhou, Yong-Gui ^{[1
,2
,3
]}

机构：

[1] Dalian Univ Technol, Zhang Dayu Sch Chem, Dalian 116024, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

[3] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 53期

基金：

中国国家自然科学基金;

关键词：

TRANSFER HYDROGENATION; HANTZSCH ESTERS; METAL-FREE; NAD(P)H MODEL; BOND DONORS; NADH; REGENERATION; DERIVATIVES; AMINATION; ORGANOCATALYSIS;

D O I：

10.1039/d0cc03091k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Using ureas as transfer catalysts through hydrogen bonding activation, biomimetic asymmetric reduction of benzoxazinones and quinoxalinones with chiral and regenerable NAD(P)H models was described, giving chiral dihydrobenzoxazinones and dihydroquinoxalinones with high yields and excellent enantioselectivities. A key dihydroquinoxalinone intermediate of a BRD4 inhibitor was synthesized using biomimetic asymmetric reduction.

引用

页码：7309 / 7312

页数：4

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