Enantioselective Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones through Organocatalytic Transfer Hydrogenation of 2-Hydroxypyrimidines

被引：23

作者：

Meng, Fan-Jie ^{[1
,2
]}

Shi, Lei ^{[1
,2
]}

Feng, Guang-Shou ^{[1
]}

Sun, Lei ^{[1
]}

Zhou, Yong-Gui ^{[1
]}

机构：

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

[2] Dalian Univ Technol, Sch Chem, State Key Lab Fine Chem, Dalian 116024, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 07期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC HYDROGENATION; BIGINELLI REACTIONS; BRONSTED ACID; EFFICIENT; AGENT; AMINE; DEHYDROGENATION; ACTIVATION; RESOLUTION; CATALYST;

D O I：

10.1021/acs.joc.8b03128

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral phosphoric acid-catalyzed transfer hydrogenation of 2-hydroxypyrimidines has been successfully realized using Hantzsch ester or dihydrophenanthridine as the hydrogen source, furnishing the chiral 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) with excellent yields and enantioselectivities of <= 99%. Notably, a novel kind of chiral DHPMs with an alkyl stereogenic center can be prepared through highly chemoselective transfer hydrogenation.

引用

页码：4435 / 4442

页数：8

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