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Nickel-catalyzed allylic substitution of simple alkenes.

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.

SUBMITTER: Matsubara R

PROVIDER: S-EPMC3224962 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

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Nickel-catalyzed allylic substitution of simple alkenes.

Matsubara Ryosuke R Jamison Timothy F TF

Chemistry, an Asian journal 20110308 7

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 als ...[more]

PMID: 21387565

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