Anti-Markovnikov Hydrofunctionalization of Alkenes: Use of a Benzyl Group as a Traceless Redox-Active Hydrogen Donor

被引：72

作者：

Lonca, Geoffroy Herve ^{[1
,2
]}

Ong, Derek Yiren ^{[3
]}

Thi Mai Huong Tran ^{[3
]}

Tejo, Ciputra ^{[3
]}

Chiba, Shunsuke ^{[3
]}

Gagosz, Fabien ^{[1
,2
,4
]}

机构：

[1] Ecole Polytech, Dept Chim, UMR 7652, F-91128 Palaiseau, France

[2] Ecole Polytech, CNRS 7653, F-91128 Palaiseau, France

[3] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore

[4] Univ Ottawa, Dept Chem & Biomol Sci, Ottawa, ON K1N 6N5, Canada

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 38期

关键词：

alkene functionalization; azidation; copper catalysis; radicals; trifluoromethylation; C-H FUNCTIONALIZATION; UNACTIVATED ALKENES; CATALYTIC HYDROTRIFLUOROMETHYLATION; RADICAL TRIFLUOROMETHYLATION; CARBONYL-COMPOUNDS; OLEFINS; AZIDES; BONDS; HYDROAZIDATION; ALKYNES;

D O I：

10.1002/anie.201705368

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A protocol for the anti-Markovnikov hydrofunctionalization of alkenes has been developed by the use of a benzyl group as a traceless redox-active hydrogen donor. Under copper catalysis and in the presence of CF3- or N-3-containing hypervalent iodine reagents, a series of homoallylic alcohol derivatives were hydrofunctionalized regioselectivity. A similar principle was also applied to the hydrofunctionalization of alkenols.

引用

页码：11440 / 11444

页数：5

共 52 条

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