Intermolecular Hydroamination of 1,3-Dienes To Generate Homoallylic Amines

被引：84

作者：

Yang, Xiao-Hui ^{[1
]}

Lu, Alexander ^{[1
]}

Dong, Vy M. ^{[1
]}

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 40期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

ANTI-MARKOVNIKOV HYDROAMINATION; PALLADIUM-CATALYZED HYDROAMINATION; INTRAMOLECULAR HYDROAMINATION/CYCLIZATION; UNACTIVATED ALKENES; ALKYL AMINES; COMPLEXES; VINYLARENES; DIENES; ADDITIONS; OLEFINS;

D O I：

10.1021/jacs.7b09188

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report a Rh-catalyzed hydroamination of 1,3-dienes to generate homoallylic amines. Our work showcases the first case of anti-Markovnikov selectivity in the intermolecular coupling of amines and 1,3-dienes. By tuning the ligand properties and Bronsted acid additive, we find that a combination of rac-BINAP and mandelic acid is critical for achieving anti-Markovnikov selectivity.

引用

页码：14049 / 14052

页数：4

共 50 条

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[32] ADDITION OF BENZENESELENOL TO 1,3-DIENES
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[33] CODIMERIZATION OF BUTADIENE WITH 1,3-DIENES
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[34] CONFORMATIONAL STUDIES OF 1,3-DIENES
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