A practical synthesis of enantiopure N-carbobenzyloxy-N′-phthaloyl-cis-1,2-cyclohexanediamine by asymmetric reductive amination and the Curtius rearrangement

Abstract Enantiomerically pure N -carbobenzyloxy- N ′-phthaloyl- cis -1,2-cyclohexanediamine was synthesized by the asymmetric reduction of a β-enamino ester formed from benzyl 2-oxocyclohexanecarboxylate and ( R )-phenylethylamine, followed by hydrogenolysis, phthaloylation, and the Curtius rearrangement.