Nickel-Catalyzed Chemo- and Enantioselective Hydrogenation and Deuteration of α,β-Unsaturated Ketimines Using Alcohols: Synthesis of Deuterated Chiral Allylic Amines

被引：2

作者：

Zhang, Li ^{[1
]}

Zhu, Yuting ^{[1
]}

Li, Ping ^{[1
]}

Yang, Peng ^{[1
,2
]}

Tang, Bo ^{[1
,3
]}

机构：

[1] Shandong Normal Univ, Collaborat Innovat Ctr Functionalized Probes Chem, Coll Chem Chem Engn & Mat Sci, Minist Educ,Key Lab Mol & Nano Probes, Jinan 250014, Shandong, Peoples R China

[2] Taiyuan Univ Technol, State Key Lab Clean & Efficient Coal Utilizat, Taiyuan 030024, Shanxi, Peoples R China

[3] Laoshan Lab, Qingdao 266237, Shandong, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 48期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; TRANSITION-METAL; REDUCTION; IMINES;

D O I：

10.1021/acs.orglett.3c03650

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nickel-catalyzed chemoselective asymmetric transfer hydrogenation of alpha,beta-unsaturated ketimines using ethanol as a hydrogen donor under mild conditions that avoid using high-pressure hydrogen gas was developed. With this catalyst, C1-selective deuterated chiral allylic amines were efficiently synthesized using only stoichiometric 2-propanol-d 8. Mechanism studies demonstrated the formation of a nickel hydride intermediate.

引用

页码：8739 / 8744

页数：6

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