Enantioselective Synthesis of Chiral Cyclic Hydrazines by Ni-Catalyzed Asymmetric Hydrogenation

被引：12

作者：

Wang, Siwei ^{[1
]}

Xie, Chaochao ^{[1
]}

Zhu, Yu ^{[1
]}

Zi, Guofu ^{[1
]}

Zhang, Zhanbin ^{[1
]}

Hou, Guohua ^{[1
,2
]}

机构：

[1] Beijing Normal Univ, Coll Chem, Key Lab Radiopharmaceut, Beijing 100875, Peoples R China

[2] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Mol Engn Chiral Drugs, Shanghai 200240, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 20期

基金：

北京市自然科学基金; 中国国家自然科学基金;

关键词：

ALPHA-AMINO-ACID; HYDRAZONES; COMPLEXES; AZAFAGOMINE; LIGANDS; KETONES; IMINES; ESTERS;

D O I：

10.1021/acs.orglett.3c01009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Anefficient Ni-(S,S)-Ph-BPEcomplex that catalyzed asymmetric hydrogenation of cyclic N-acyl hydrazones has been developed to produce variouschiral cyclic hydrazines in high yields with excellent enantioselectivitiesof up to >99% enantiomeric excess. Moreover, the hydrogenationcannot only proceed smoothly on a gram scale under lower catalyst loading(S/C = 3000) without any decrease of enantioselectivity but can alsobe applied to the asymmetric synthesis of a RIP-1 kinase inhibitor.

引用

页码：3644 / 3648

页数：5

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