Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Iridium and Chiral Thiourea Sequential Catalysis

被引：64

作者：

Chen, Dong-Huang ^{[1
,2
]}

Sun, Wei-Ting ^{[1
,2
]}

Zhu, Cheng-Jie ^{[1
,2
]}

Lu, Guang-Sheng ^{[1
,2
]}

Wu, Dong-Ping ^{[1
,2
]}

Wang, Ai-E ^{[1
,2
,3
]}

Huang, Pei-Qiang ^{[1
,2
,3
]}

机构：

[1] Xiamen Univ, Dept Chem, Coll Chem & Chem Engn, Xiamen 361005, Fujian, Peoples R China

[2] Xiamen Univ, Fujian Prov Key Lab Chem Biol, Coll Chem & Chem Engn, Xiamen 361005, Fujian, Peoples R China

[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2021年 / 60卷 / 16期

基金：

中国国家自然科学基金; 国家重点研发计划;

关键词：

amides; amines; enantioselectivity; reductive functionalization; sequential catalysis;

D O I：

10.1002/anie.202015898

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The combination of transition-metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with chiral thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral alpha-aminonitriles and alpha-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active alpha-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable and the thiourea catalyst can be recycled and reused.

引用

页码：8827 / 8831

页数：5

共 89 条

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