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Nickel-Catalyzed Allylic Substitution of Simple Alkenes

Author(s)
Matsubara, Ryosuke; Jamison, Timothy F.
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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.
Date issued
2011-03
URI
http://hdl.handle.net/1721.1/72119
Department
Massachusetts Institute of Technology. Department of Chemistry
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
ISSN
1861-4728
1861-471X

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