CONVERSION OF CEPHEM INTO PENAM PENEM THROUGH SEQUENTIAL RING-OPENING/RECYCLIZATION IN AN AL/BICL3/ALCL3 SYSTEM/

Authors
TANAKA H TOKUMARU Y KAMEYAMA Y TORII S
Citation
H. Tanaka et al., CONVERSION OF CEPHEM INTO PENAM PENEM THROUGH SEQUENTIAL RING-OPENING/RECYCLIZATION IN AN AL/BICL3/ALCL3 SYSTEM/, Chemistry Letters, (12), 1997, pp. 1221-1222
Citations number
21
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
12
Year of publication
1997
Pages
1221 - 1222
Database
ISI
SICI code
0366-7022(1997):12<1221:COCIPP>2.0.ZU;2-7
Abstract
A sequential reductive ring-opening/recyclization reaction of 3-substi tuted Delta(3)-cephems into 2-exo-methylenepenams and/or 2-methylpenem s was successfully performed by treatment with Al/BiCl3/AlCl3 in NMP ( N-methyl-2-pyrrolidinone). When the reaction was carried out in methan ol, 3-norcephalosporin was formed as a major product.