Nickel-Catalyzed Allylic Substitution of Simple Alkenes
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Jamison_Nickel-Catalyzed.pdf
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Author(s) •
Matsubara, Ryosuke
Jamison, Timothy F.
Date Issued
March 2011
Journal
Chemistry - An Asian Journal
Publisher
Wiley Blackwell (John Wiley & Sons)
Citation
Matsubara, Ryosuke, and Timothy F. Jamison. “Nickel-Catalyzed Allylic Substitution of Simple Alkenes.” Chemistry - An Asian Journal 6.7 (2011): 1860–1875.
Version
Author's final manuscript
Abstract
This report describes a nickel-catalyzed allylic substitution process of simple alkenes whereby an important structural motif, a 1,4-diene, was prepared. The key to success is the use of an appropriate nickel–phosphine complex and a stoichiometric amount of silyl triflate. Reactions of 1-alkyl-substituted alkenes consistently provided 1,1-disubstituted alkenes with high selectivity. Insight into the reaction mechanism as well as miscellaneous application of the developed catalytic process is also documented.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike 3.0
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DOI of Published Version
https://doi.org/10.1002/asia.201000875