Nucleophilic Ring‐Opening of N‐o‐Nosylaziridines with N‐Chloro‐N‐Sodiocarbamate: Facile Preparation of Differentially Protected Vicinal Diamines

Abstract

Opening up: A mild nucleophilic ring-opening reaction of activated aziridines with N-chloro-N-sodio-tert-butylcarbamate, which gives differentially protected vicinal diamine derivatives, has been developed. The two protecting groups are selectively removable, and the total synthesis of a long-chain fatty acids oxidation inhibitor, emeriamine, was achieved by using the present method. Boc=tert-butyloxycarbonyl; Ns=nitrophenylsulfonyl.