Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd-PHOX Catalyst

被引：143

作者：

Adamson, Nathan J. ^{[1
]}

Hull, Ethan ^{[1
]}

Malcolmson, Steven J. ^{[1
]}

机构：

[1] Duke Univ, Dept Chem, Durham, NC 27708 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 21期

关键词：

MARKOVNIKOV HYDROAMINATION; ASYMMETRIC HYDROAMINATION; 1,3-DIENES; COMPLEXES; ALKENES; HYDROHYDROXYALKYLATION; VINYLARENES; CROTYLATION; VERSATILE; STRATEGY;

D O I：

10.1021/jacs.7b03480

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report a method for the catalytic, enantioselective intermolecular addition of aliphatic amines to acyclic 1,3-dienes. In most cases, reactions proceed efficiently at or below room temperature in the presence of 5 mol % of a Pd catalyst bearing a PHOX ligand, generating allylic amines in up to 97:3 er. The presence of an electron-deficient phosphine within the ligand not only leads to a more active catalyst but also is critical for achieving high site selectivity in the transformation.

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收藏

页码：7180 / 7183

页数：4

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