Abstract

Dynamic kinetic resolution by highly stereoselective carbon-carbon bond formation utilizing 2-oxoimidazolidine-4-carboxylate as a chiral auxiliary was exploited. The reaction of tert-butyl(4 S)-1-methyl-3-(2-bromopropionyl)-2-oxoimidazolidine-4-carboxylate ( 1) with sodium dimethyl malonate in HMPA at room temperature predominantly afforded tert-butyl(4 S)-1-methyl-3-((2 R)-2-methyl-3,3-bis(methoxycarbonyl)propionyl)-2-oxoimidazolidine-4-carboxylate ( (S,R)- 2a ) in a good yield.

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