Generation and reaction of copper(I) hydride in the copper(I) chloride-tributyltin hydride-NMP system: synthesis of 3-norcephalosporin

Citation
H. Tanaka et al., Generation and reaction of copper(I) hydride in the copper(I) chloride-tributyltin hydride-NMP system: synthesis of 3-norcephalosporin, J CHEM S P1, (23), 1999, pp. 3463-3468
Citations number
55
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300-922X → ACNP
Issue
23
Year of publication
1999
Pages
3463 - 3468
Database
ISI
SICI code
0300-922X(1999):23<3463:GAROCH>2.0.ZU;2-2
Abstract
Synthesis of 3-norcephalosporin 1 was performed successfully by reaction of either 3-trifluoromethylsulfonyloxy-Delta(3)-cephem 2, allenecarboxylate 3 or 3,4-disubstitued but-2-enoates 4 with copper(I) chloride and tributylti n hydride in N-methylpyrrolidin-2-one (NMP). Generation and reactions of a copper(I) hydride species in the copper(I) chloride-tributyltin hydride-NMP or N,N-dimethylformamide (DMF) system are discussed.