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Synfacts 2010(8): 0938-0938  
DOI: 10.1055/s-0030-1257759
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Nickel-Catalyzed Allylic Substitution of Simple Alkenes

Contributor(s): Paul Knochel, Stefan Wunderlich
R. Matsubara, T. F. Jamison*
Massachusetts Institute of Technology, Cambridge, USA
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Publikationsverlauf

Publikationsdatum:
22. Juli 2010 (online)

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Significance

The nickel-catalyzed intermolecular allylic substitution of simple alkenes (ethylene and terminal olefins) was investigated. This method describes a catalytic intermolecular process for direct allylation of nonconjugated, unstrained simple alkenes. Catalyst loadings as low as 2.5 mol% nickel afforded the desired products in 57-97% yield in both gram scale and smaller scale.