Nickel-Catalyzed Asymmetric Carboacylation of Alkenes via CO Transfer

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Authors: Wen Zhang, Man Wang, Shan Luo, Jinze Du, Xiang Lyu, Hequan Yao, Yuli He
Cited by: 1
References: 45

Abstract

We report a nickel-catalyzed asymmetric carboacylation of alkenes using acyl chlorides as bifunctional carbon and carbonyl sources. The reaction proceeds via a functional group transfer mechanism, enabling efficient access to enantioenriched ketones without the use of toxic CO gas. Precise control of CO extrusion and reinsertion affords broad substrate scope and high enantioselectivity, with good tolerance of functional groups commonly found in drug-like molecules. Mechanistic studies, including radical inhibition experiments, isotopic labeling, and DFT calculations, support a Ni 0 /Ni I I /Ni I I I /Ni I catalytic cycle involving reversible CO transfer and stereocontrolled migratory insertion.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Asymmetric Hydrogenation and Catalysis Carbon dioxide utilization in catalysis

Publication details

Journal / source
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Volume
148
Issue
8
Pages
8079–8086
Publication date
18 February 2026
Language
EN