Zhu, Shaolin
Niljianskul, Nootaree
Buchwald, Stephen L.

Enantio- and Regioselective CuH-Catalyzed Hydroamination of Alkenes

“,
J. Am. Chem. Soc.
,
2013
,
135
(
42
)
,
15746 – 15749
.
Abstract

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.