Nickel-Catalyzed Dearomative trans-1,2-Carboamination

被引：70

作者：

Hernandez, Lucas W. ^{[1
]}

Klockner, Ulrich ^{[1
]}

Pospech, Jola ^{[1
]}

Hauss, Lilian ^{[1
]}

Sarlah, David ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2018年 / 140卷 / 13期

基金：

美国国家科学基金会; 英国工程与自然科学研究理事会;

关键词：

RING-OPENING REACTIONS; ASYMMETRIC DEAROMATIZATION; AZABICYCLIC ALKENES; OXIDATIVE DEAROMATIZATION; ALLYLIC ALKYLATIONS; AROMATIC-COMPOUNDS; GRIGNARD-REAGENTS; ORGANIC-SYNTHESIS; BICYCLIC ALKENES; BOND FORMATION;

D O I：

10.1021/jacs.8b01726

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We describe the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functionalized molecules.

引用

页码：4503 / 4507

页数：5

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