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
收藏
页码：14049 / 14052
页数：4
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