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.
“Enantio- and Regioselective CuH-Catalyzed Hydroamination of Alkenes”, J. Am. Chem. Soc., 2013, 135(42), 15746 - 15749.