Enantio- and Regioselective CuH-Catalyzed Hydroamination of Alkenes
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Author(s) • •
Zhu, Shaolin
Niljianskul, Nootaree
Buchwald, Stephen Leffler
Date Issued
October 2013
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Zhu, Shaolin, Nootaree Niljianskul, and Stephen L. Buchwald. “Enantio- and Regioselective CuH-Catalyzed Hydroamination of Alkenes.” Journal of the American Chemical Society 135, no. 42 (October 23, 2013): 15746–15749.
Version
Author's final manuscript
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ja4092819