Nickel-Catalysed Bis-Allylation of Activated Nucleophiles with Allyl ­Alcohol - Université de Lille Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2016

Nickel-Catalysed Bis-Allylation of Activated Nucleophiles with Allyl ­Alcohol

Résumé

Nickel-based catalysis allows the efficient bis-allylation of soft nucleophiles with allylic alcohols. The reaction is best promoted by a combination of Ni(cod)2 (cod = cyclooctadienyl) and diphenylphosphinobutane under additive-free conditions. Alternatively, nickel(II) precursors can be used provided that a reductant is used to generate the nickel(0) species. The NiCl2/Zn combination is particularly simple, and can advantageously replace the use of the more air-sensitive Ni(cod)2 precursor. The scope of the reaction was studied with nucleophiles and allylic derivatives suitable for bis-allylation reactions.

Domaines

Catalyse

Dates et versions

hal-04554387 , version 1 (22-04-2024)

Identifiants

Citer

Rémi Blieck, Mohamed Salah Azizi, Alexis Mifleur, Maxime Roger, Clément Persyn, et al.. Nickel-Catalysed Bis-Allylation of Activated Nucleophiles with Allyl ­Alcohol. European Journal of Organic Chemistry, 2016, European Journal of Organic Chemistry, 2016, pp.1194-1198. ⟨10.1002/ejoc.201501556⟩. ⟨hal-04554387⟩
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