β-Lactams. XII.: A study of the synthesis of N-unsubstituted β-lactams, and of 4-styryl monobactams
- 1 January 1987
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 65 (1) , 88-93
- https://doi.org/10.1139/v87-014
Abstract
A few types of amines XNH2 were investigated for the formation of β-lactams via the cycloaddition of the corresponding Schiff bases with azidoacetyl chloride. Among the β-lactams formed, only the N-p,p′-dimethoxybenzhydryl compounds could be transformed to N-unsubstituted azetidinones by removal of the N-substituent with ceric ammonium nitrate. Conversion of those N-unsubstituted intermediates to 3-acylated monobactams was studied in the 4-styryl series.This publication has 3 references indexed in Scilit:
- Monobactams. Preparation of (S)-3-amino-2-oxoazetidine-1-sulfonic acids from L-.alpha.-amino-.beta.-hydroxy acids via their hydroxamic estersThe Journal of Organic Chemistry, 1982
- Oxidative N-dearylation of 2-azetidinones. p-Anisidine as a source of azetidinone nitrogenThe Journal of Organic Chemistry, 1982
- Monocyclic β-lactam antibiotics produced by bacteriaNature, 1981