Ni(0)-Catalyzed α-Allylic Alkylation of Regular Ketones with 1,3-Dienes under pH and Redox-neutral Conditions

15 April 2019, Version 3
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We report a Ni(0)-catalyzed cross coupling reaction between simple ketones and 1,3-dienes. A variety of a-allylic alkylation products were formed in an 1,2-addition manner with excellent regioselectivity. Water was found to significantly accelerate this transformation. A HO-Ni-H species generated from oxidative addition of Ni(0) to H2O is proposed to play a “dual role” in activating both the ketone and the diene substrate.

Keywords

Ketone
1,3-Diene
allylic alkylation
nickel(0)
atom-economy

Supplementary materials

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DX-CTT-Manuscript-SI
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