A BENZO-FUSED OXAPENEM FROM A BETA-LACTAM-4-YLIDENE

Authors
COUTURE P WARKENTIN J
Citation
P. Couture et J. Warkentin, A BENZO-FUSED OXAPENEM FROM A BETA-LACTAM-4-YLIDENE, Canadian journal of chemistry, 76(3), 1998, pp. 241-244
Citations number
22
Categorie Soggetti
Chemistry
Journal title
Canadian journal of chemistry → ACNP
ISSN journal
00084042
Volume
76
Issue
3
Year of publication
1998
Pages
241 - 244
Database
ISI
SICI code
0008-4042(1998)76:3<241:ABOFAB>2.0.ZU;2-D
Abstract
Spiro-fused beta-lactam oxadiazoline 2a was prepared from acetone semi carbazone in five steps. Thermolysis of 2a at 100 degrees C in benzene led to carbene 3a, which cyclized to the benzo-fused oxapenem derivat ive 4 via intramolecular OH insertion. Compound 10, with a beta-lactam ring linked to an azetidinedione ring, was a minor product.