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Paper | Special issue | Vol 30, No. 1, 1990, pp.551-559
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S52
Mathyl-lithium as a Convenient Deacylation Agent of Alkoxycarbonyl and Benzoyl Protected Secondry Hydrazides. Applicatins in the Field of Azetidinodiazepines and of Their Photoisomers

Théophile Tschamber and Jacques Streith*

*Ecole Nationale Supérieure de Chimie de Mulhouse, Université de Haute Alsace, 3, Rue Alfred Werner 68093 Mulhouse Cedez, France

Abstract

Methyl-lithium proved to be a useful deacylating reagent for alkoxycarbonyl- and benzoyl-protected secondary hydrazides, leading thereby - after protonation - to the R-CO-NR’-NH-R’’ functionality. This methodology found some application with azetidinodiazepines 1, in which the N-Y group was cleaved selectively without destruction of the β-lactam moiety.