Iridium/f-ampha-catalyzed asymmetric hydrogenation of aromatic α-keto esters

被引：28

作者：

Gu, Guoxian ^{[1
]}

Yang, Tilong ^{[1
]}

Lu, Jiaxiang ^{[1
]}

Wen, Jialin ^{[1
]}

Dang, Li ^{[2
,3
]}

Zhang, Xumu ^{[1
]}

机构：

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

[2] Shantou Univ, Dept Chem, Shantou 515063, Guangdong, Peoples R China

[3] Shantou Univ, Key Lab Preparat & Applicat Ordered Struct Mat Gu, Shantou 515063, Guangdong, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 07期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE HYDROGENATION; DIPHOSPHINE LIGANDS; FUNCTIONALIZED KETONES; HYDROXY AMIDES; REDUCTION; KETOESTERS; CECL3-CENTER-DOT-7H(2)O; MODULATION; COMPLEXES;

D O I：

10.1039/c8qo00047f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We herein report an iridium/f-ampha catalytic system for the asymmetric hydrogenation of aromatic -keto esters. This method was demonstrated to be efficient in preparing chiral mandelate esters with up to >99% conversion and up to 97% ee. DFT calculations revealed that a quadruple Na+-O ionic interaction is formed to stabilize the transition state. The (S)-isomeric product was favored due to steric hindrance.

引用

页码：1209 / 1212

页数：4

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