Directed Nickel-Catalyzed Diastereoselective Reductive Difunctionalization of Alkenyl Amines

被引：24

作者：

Zhao, Lei ^{[1
]}

Meng, Xiao ^{[1
]}

Zou, Yifeng ^{[1
]}

Zhao, Junsong ^{[1
]}

Wang, Lili ^{[1
]}

Zhang, Lanlan ^{[1
]}

Wang, Chao ^{[1
]}

机构：

[1] Tianjin Normal Univ, Coll Chem, Tianjin Key Lab Struct & Performance Funct Mol, Tianjin 300387, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 21期

基金：

中国国家自然科学基金;

关键词：

HALIDES; ESTERS; ACIDS;

D O I：

10.1021/acs.orglett.1c03210

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report herein an intermolecular syn-arylalkylation and alkenylalkylation of alkenyl amines with two different organohalides (iodides and bromides) using Ni(II) catalyst. The cleavable bidentate quinolinamide is utilized after extensive directing group screening to enable olefin difunctionalization with high levels of regio-, chemo-, and diastereocontrol. This general and practical protocol is compatible with alpha - or beta-substituted terminal alkenes and internal alkenes, providing rapid access to branched aliphatic amines bearing two skipped and vicinal stereocenters with high diastereoselectivities that would otherwise be difficult to synthesize.

引用

页码：8516 / 8521

页数：6

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