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Updated: Sep 24, 2025
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Iron-catalysed allylation-hydrogenation sequences as masked alkyl-alkyl cross-couplings
Josef Bernauer1, Guojiao Wu1, Axel Jacobi von Wangelin1
1Department of Chemistry, University of Hamburg Martin Luther King Pl 6 20146 Hamburg Germany axel.jacobi@uni-hamburg.de.
Abstract:
An iron-catalysed allylation of organomagnesium reagents (alkyl, aryl) with simple allyl acetates proceeds under mild conditions (Fe(OAc)2 or Fe(acac)2, Et2O, r.t.) to furnish various alkene and styrene derivatives. Mechanistic studies indicate the operation of a homotopic catalyst. The sequential combination of such iron-catalysed allylation with an iron-catalysed hydrogenation results in overall C(sp3)-C(sp3)-bond formation that constitutes an attractive alternative to challenging direct cross-coupling protocols with alkyl halides.
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