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The salt-free nickel-catalysed α-allylation reaction of ketones with allyl alcohol and diallylether

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Abstract

The nickel-catalysed α-allylation of ketones with allyl alcohol and diallylether has been performed under neutral conditions. As no base is involved, the products are synthesized without salts as side products. The dppf/Ni(cod)2 catalytic system in MeOH at 80 °C has been shown as the most effective reaction system to afford tetrasubstituted derivatives from various cyclic and acyclic ketones with one or two mobile protons. This process combined with a metathesis step yields spirocyclic compounds according to a salt free synthetic sequence.

Graphical abstract: The salt-free nickel-catalysed α-allylation reaction of ketones with allyl alcohol and diallylether

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Article information


Submitted
21 Oct 2019
Accepted
09 Jan 2020
First published
10 Jan 2020

Green Chem., 2020, Advance Article
Article type
Paper

The salt-free nickel-catalysed α-allylation reaction of ketones with allyl alcohol and diallylether

B. Mouhsine, A. Karim, C. Dumont and M. Sauthier, Green Chem., 2020, Advance Article , DOI: 10.1039/C9GC03619A

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