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An investigation of nickel-catalyzed conditions under which an α,β-coupling of saturated ketones occurs is presented. Studies of reaction conditions reveal that the coupling occurs to produce 1,5-diketones in up to 82% yield using a Ni/PPh3 catalyst with a slight excess of LiHMDS base in the presence of 1-bromo-2-methyl-1-propene at 22°C. This reaction occurs mainly with alkyl aryl ketones. While...