Asymmetric Transfer Hydrogenation of Trifluoromethylated Imines to Chiral α-Trifluoromethylated Amines With Alcohol as The Hydrogen Source

被引：3

作者：

Wang, Zheting ^{[1
]}

Yang, Chunhui ^{[1
]}

Chen, Jingchao ^{[1
]}

Yang, Fan ^{[1
]}

Khan, Ruhima ^{[1
]}

Yang, Yong ^{[2
]}

Qiao, Xingfang ^{[2
]}

Su, Zhimin ^{[2
]}

Fan, Baomin ^{[1
,2
]}

机构：

[1] Yunnan Minzu Univ, Key Lab Chem Ethn Med Resources, Yuehua St, Kunming 650500, Yunnan, Peoples R China

[2] Chongqing Acad Chinese Mat Med, Chongqing Key Lab Tradit Chinese Med Hlth, Chongqing, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 10卷 / 06期

基金：

中国国家自然科学基金;

关键词：

Asymmetric transfer hydrogenation; α -Trifluoromethylated imines; Chiral α -trifluoromethylated amines; Alcohols; Deuteration; PARTIALLY-MODIFIED RETRO; CATALYTIC ENANTIOSELECTIVE SYNTHESIS; ACID; REDUCTION; FLUORINE; ARYL; STRATEGIES; INHIBITOR; CHEMISTRY; DISCOVERY;

D O I：

10.1002/ajoc.202100201

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient Pd/Zn co-catalyzed method for the asymmetric transfer hydrogenation of trifluoromethylated imines to chiral alpha-trifluoromethylated amines using methanol as the hydrogen source has been developed. The reaction showed good substrate scope and the products were obtained in excellent yields (up to 99%) with excellent enantioselectivity. The present methodology was compatible for the synthesis of deuterated chiral alpha-trifluoromethylated amines. On using CD3OD as the deuterium source, deuterium incorporation up to 98% was observed without compromising the reaction outcome.

引用

页码：1530 / 1535

页数：6

共 67 条

[1] Pd-catalyzed asymmetric hydrogenation of α-fluorinated iminoesters in fluorinated alcohol:: A new and catalytic enantioselective synthesis of fluoro α-amino acid derivatives [J].