THE AZOMETHINE YLIDE STRATEGY FOR BETA-LACTAM SYNTHESIS - THE STRUCTURE OF THE KEY 1,3-DIPOLAR INTERMEDIATE

Authors
MARTEL SR PLANCHENAULT D WISEDALE R GALLAGHER T HALES NJ
Citation
Sr. Martel et al., THE AZOMETHINE YLIDE STRATEGY FOR BETA-LACTAM SYNTHESIS - THE STRUCTURE OF THE KEY 1,3-DIPOLAR INTERMEDIATE, Chemical communications, (19), 1997, pp. 1897-1898
Citations number
21
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
19
Year of publication
1997
Pages
1897 - 1898
Database
ISI
SICI code
1359-7345(1997):19<1897:TAYSFB>2.0.ZU;2-V
Abstract
The thermolysis of the beta-lactam-based oxazolidinone 1 leads to the formation of cycloadducts 2 and evidence is presented for the particip ation of the carboxylated azomethine ylide 4, rather than 3 (the more conventional product of oxazolidinone fragmentation), as the key 1,3-d ipolar intermediate in this process.