Enantioselective CuH-Catalyzed Anti-Markovnikov Hydroamination of 1,1-Disubstituted Alkenes
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Buchwald_Enantioselective.pdf
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Author(s)
Zhu, Shaolin
Buchwald, Stephen Leffler
Date Issued
October 2014
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Zhu, Shaolin, and Stephen L. Buchwald. “Enantioselective CuH-Catalyzed Anti-Markovnikov Hydroamination of 1,1-Disubstituted Alkenes.” Journal of the American Chemical Society 136, no. 45 (November 12, 2014): 15913–15916. © 2014 American Chemical Society
Version
Final published version
Abstract
Enantioselective synthesis of β-chiral amines has been achieved via copper-catalyzed hydroamination of 1,1-disubstituted alkenes with hydroxylamine esters in the presence of a hydrosilane. This mild process affords a range of structurally diverse β-chiral amines, including β-deuterated amines, in excellent yields with high enantioselectivities. Furthermore, catalyst loading as low as 0.4 mol% could be employed to deliver product in undiminished yield and selectivity, demonstrating the practicality of this method for large-scale synthesis.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ja509786v
