Issue 3, 2020

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

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

Supplementary files

Article information

Article type
Paper
Submitted
21 Oct 2019
Accepted
09 Jan 2020
First published
10 Jan 2020

Green Chem., 2020,22, 950-955

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, 22, 950 DOI: 10.1039/C9GC03619A

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