Enantioselective addition of thiols to trifluoromethyl ketimines: synthesis ofN,S-ketals

被引：7

作者：

Wang, Xiaonan ^{[1
]}

Gao, Yuan ^{[1
]}

Wei, Zhonglin ^{[1
]}

Cao, Jungang ^{[1
]}

Liang, Dapeng ^{[1
]}

Lin, Yingjie ^{[1
]}

Duan, Haifeng ^{[1
]}

机构：

[1] Jilin Univ, Coll Chem, Dept Organ Chem, 2699 Qianjin St, Changchun 130012, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2020年 / 18卷 / 37期

基金：

中国国家自然科学基金;

关键词：

AZA-HENRY REACTION; ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; HIGHLY EFFICIENT; INHIBITORS; FLUORINE; ACCESS; ACID; CONSTRUCTION; HEMIAMINALS;

D O I：

10.1039/d0ob01725f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient enantioselective addition of thiols to acyclic trifluoromethyl ketimines has been established by using a bifunctional squaramide catalyst, which was derived from quinine, and the reaction was completed in 5 to 10 min. The construction of chiral tetrasubstituted carbon centers bearing trifluoromethylatedN,S-ketals has been achieved in high yields (up to 96% yield) with excellent enantioselectivities (up to 99% ee).

引用

页码：7431 / 7436

页数：6

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