Abstract

AbstractA 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. Cleavage of the achiral imidazole auxiliary provides optically active 2,3‐disubstituted succinic acids which are useful intermediates in the synthesis of chiral compounds like the natural product class of lignans.magnified image

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