Silver-catalyzed remote Csp<sup>3</sup>-H functionalization of aliphatic alcohols.

Zhu, Yuchao; Huang, Kaimeng; Pan, Jun; Qiu, Xu; Luo, Xiao; Qin, Qixue; Wei, Jialiang; Wen, Xiaojin et al. · Nat Commun · 2018

basic_science · Level V

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Abstract

Aliphatic alcohols are common and bulk chemicals in organic synthesis. The site-selective functionalization of non-activated aliphatic alcohols is attractive but challenging. Herein, we report a silver-catalyzed δ-selective Csp<sup>3</sup>-H bond functionalization of abundant and inexpensive aliphatic alcohols. Valuable oximonitrile substituted alcohols are easily obtained by using well-designed sulphonyl reagents under simple and mild conditions. This protocol realizes the challenging δ-selective C-C bond formation of simple alkanols.