Amination with N-Benzyloxycarbonyl-3-Phenyloxaziridine as a Route to Sensitive Chiral α-Hydrazino Acids: Synthesis of L-Hydrazino Serine

Article abstract of DOI:10.1016/S0040-4039(00)91814-8

N-Cbz-3-phenyloxaziridine can be generated in a two step process.This is a new reagent for direct electrophilic N-amination of chiral α-amino acids and their derivatives which affords the corresponding hydrazino acids protected with a readily removable N-Cbz group.Application of this methodology to a facile synthesis of L-hydrazino serine, a potentially useful biological tool, is described.