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A diastereoselective and enantioselective construction of 2,3‐disubstituted 1,4‐dicarbonyl compounds is reported. Nishiyama's RuPhebox complex (2.0 mol% catalyst loading) serves as a chiral Lewis acid catalyst in conjunction with BrCCl3 and a base for the oxidative homocoupling of 2‐acyl imidazoles via the stereocontrolled reaction of intermediate Ru enolates with in situ brominated 2‐acyl imidazoles...