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Visible-Light-Mediated Anti-Markovnikov Hydration of Olefins

作者:     点击:      时间:2018-06-01

Hu, X (Hu, Xia)[ 1 ] ; Zhang, GT (Zhang, Guoting)[ 1 ] ; Bu, FX (Bu, Faxiang)[ 1 ] ; Lei, AW (Lei, Aiwen)[ 1,2 ]

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ACS CATALYSIS

卷: 7

期: 2

页: 1432-1437

DOI: 10.1021/acscatal.6b03388

出版年: FEB 2017

文献类型:Article


摘要

Considering that stoichiometric borane and oxidant are required in the classical alkene anti-Markovnikov hydration process, it remains appealing to achieve the transformation in a catalytic protocol. Herein, a visible-light mediated anti-Markovnikov addition of water to alkenes by using an organic photoredox catalyst in conjunction with a redox-active hydrogen atom donor was developed, which avoided the need for a transition-metal catalyst, stoichiometric borane, as well as oxidant. Both terminal and internal olefinsare readily accommodated in this transformation to obtain corresponding primary and secondary alcohols in good yields with single regioselectivity. This procedure can be scaled up to gram scale with a 230 turnover number based on photocatalyst.

作者信息

通讯作者地址: Lei, AW (通讯作者)

显示更多 Wuhan Univ, Inst Adv Studies, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China.
通讯作者地址: Lei, AW (通讯作者)
显示更多 Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China.

地址:

[ 1 ] Wuhan Univ, Inst Adv Studies, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China
[ 2 ] Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China

电子邮件地址:aiwenlei@whu.edu.cn


原文PDF链接:

https://pubs.acs.org/doi/10.1021/acscatal.6b03388