Stereochemistry of Nucleophilic Ring-Opening Reactions of Optically Active N-Acetyl-2-Methoxycarbonylaziridine.

Article abstract of DOI:10.1016/0957-4166(95)00261-M

The S_N2-like mechanism of the nucleophilic attack of sodium azide on (S)-(-)-N-acetyl-2-methoxycarbonylaziridine was verified through the chemical correlation of the ring-opening products with (S)-(+)- or (R)-(-)-2,3-diaminopropanoic acid monohydrochloride.