Monday, October 21, 2013

Enantio- and Regioselective CuH-Catalyzed Hydroamination of Alkenes

by Shaolin Zhu, Nootaree Niljianskul and Stephen L. Buchwald*

TOC Graphic

A highly enantio- and regioselective copper-catalyzed hydroamination reaction of alkenes has been developed using diethoxymethylsilane and esters of hydroxylamines. The process tolerates a wide variety of substituted styrenes, including trans-, cis-, and β,β-disubstituted styrenes, to yield α-branched amines. In addition, aliphatic alkenes coupled to generate exclusively the anti-Markovnikov hydroamination products.

Journal of the American Chemical Society

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