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Issue 19, 2018
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Hydrofunctionalization of alkenols triggered by the addition of diverse radicals to unactivated alkenes and subsequent remote hydrogen atom translocation

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Abstract

Diverse anti-Markovnikov hydrofunctionalization of alkenols triggered by the addition of S-, P-, and C-centered radicals to alkenes followed by intramolecular 1,5(6)-hydrogen atom transfer (HAT) with remote α-C–H bonds of alcohols has been developed. The strategy simultaneously realized the hydrofunctionalization of alkenes and remote alcohol oxidation. This mild and versatile method allows for direct access to valuable sulfonyl-, phosphonyl-, and malonate-substituted ketones or aldehydes from a wide range of alkenols.

Graphical abstract: Hydrofunctionalization of alkenols triggered by the addition of diverse radicals to unactivated alkenes and subsequent remote hydrogen atom translocation

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Supplementary files

Article information


Submitted
18 Jul 2018
Accepted
22 Aug 2018
First published
22 Aug 2018

Org. Chem. Front., 2018,5, 2810-2814
Article type
Research Article

Hydrofunctionalization of alkenols triggered by the addition of diverse radicals to unactivated alkenes and subsequent remote hydrogen atom translocation

N. Wang, L. Ye, Z. Li, L. Li, Z. Li, H. Zhang, Z. Guo, Q. Gu and X. Liu, Org. Chem. Front., 2018, 5, 2810
DOI: 10.1039/C8QO00734A

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