Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water

被引：23

作者：

Wang, Lixian ^{[1
,2
]}

Lin, Jin ^{[1
]}

Xia, Chungu ^{[1
]}

Sun, Wei ^{[1
]}

机构：

[1] Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, Suzhou Res Inst LICP, State Key Lab Oxo Synth & Select Oxidat,Ctr Excel, Lanzhou 730000, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 23期

基金：

中国国家自然科学基金;

关键词：

HIGHLY ENANTIOSELECTIVE HYDROGENATION; METAL-FREE HYDROGENATIONS; KINETIC RESOLUTION; FORMIC-ACID; AIR; CHEMISTRY; ALDEHYDES; ROBUST; ENHANCEMENT; DERIVATIVES;

D O I：

10.1021/acs.joc.1c01925

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An asymmetric transfer hydrogenation (ATH) of quinolines in water or biphasic systems was developed. This ATH reaction proceeds smoothly without the need for inert atmosphere protection in the presence of a water-soluble iridium catalyst, which bears an easily available aminobenzimidazole ligand. This ATH system can work at a catalyst loading of 0.001 mol % (S/C = 100 000, turnover number (TON) of up to 33 000) under mild reaction conditions. The turnover frequency (TOF) value can reach as high as 90 000 h(-1). A variety of quinoline and N-heteroaryl compounds are transformed into the desired products in high yield and up to 99% enantiomeric excess (ee).

引用

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页码：16641 / 16651

页数：11

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