Carbonylative Cross-Coupling Reaction of Allylic Alcohols and Organoalanes with 1 atm CO Enabled by Nickel Catalysis

A nickel-catalyzed three-component carbonylative cross-coupling reaction of allylic alcohols and organoalanes with CO at atmospheric pressure is reported, enabling the expedient formation of beta,gamma-unsaturated ketones with broad scope. Particularly, the chemoselective allylic carbonylation of diols further highlights the practicability of this protocol. The leverage of organoalanes as both the coupling components and the activators for the alcohol functionalization is crucial for this method, thus no extraneous activators are required.

Automated summary

A nickel-catalyzed three-component carbonylative cross-coupling reaction has been developed for the efficient synthesis of broad range of beta,gamma-unsaturated ketones at atmospheric pressure. Furthermore, the chemoselective allylic carbonylation of diols demonstrates the practicality of this method. The use of organoalanes as both coupling components and activators for alcohol functionalization is crucial, eliminating the need for extraneous activators.