Ruthenium-Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H2

被引：61

作者：

Hu, Le'an ^{[1
,2
,4
]}

Zhang, Yao ^{[1
,2
]}

Zhang, Qing-Wen ^{[4
]}

Yin, Qin ^{[1
,2
,3
]}

Zhang, Xumu ^{[1
,2
]}

机构：

[1] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China

[2] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China

[3] Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Guangdong, Peoples R China

[4] Univ Macau, State Key Lab Qual Res Chinese Med, Inst Chinese Med Sci, Macau, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2020年 / 59卷 / 13期

基金：

中国国家自然科学基金;

关键词：

amines; diaryl ketones; homogeneous catalysis; reductive amination; ruthenium; ENANTIOSELECTIVE TRANSFER HYDROGENATION; ALKYL-ARYL KETONES; COOPERATIVE CATALYSIS; BRONSTED ACID; LIGANDS; ARYLATION; IMINES; AMINES; CETIRIZINE; REAGENTS;

D O I：

10.1002/anie.201915459

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Ru-catalyzed direct asymmetric reductive amination of ortho-OH-substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93->99 % ee). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible -OH group.

引用

页码：5321 / 5325

页数：5

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