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  • Title: Catalytic Asymmetric α-Alkylation of Ketones with Unactivated Alkyl Halides.
    Author: Wang P, Zhu L, Wang J, Tao Z.
    Journal: J Am Chem Soc; 2023 Dec 20; 145(50):27211-27217. PubMed ID: 38061195.
    Abstract:
    A catalytic, enantioselective method for direct α-alkylation of ketones with unactivated alkyl halides is realized by employing an α-enolizable ketone in a nickel-catalyzed C(sp3)-C(sp3) cross-coupling reaction. The key to the success is attributed to a unique bimetallic ligand. A variety of acyclic ketones and unactivated alkyl iodides can serve as suitable substrates under mild conditions to generate chiral ketones with α-quaternary carbon stereocenters in high yields with good enantioselectivities. A range of transformations based on the ketone moiety are also demonstrated to show the potential application of this method. Preliminary mechanistic studies support a dinickel-catalyzed cross-coupling mechanism.
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