Carbonylation of silylated hydroxymethyl aziridines to beta-lactams

Authors
Davoli, P Moretti, I Prati, F Alper, H
Citation
P. Davoli et al., Carbonylation of silylated hydroxymethyl aziridines to beta-lactams, J ORG CHEM, 64(2), 1999, pp. 518-521
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
2
Year of publication
1999
Pages
518 - 521
Database
ISI
SICI code
0022-3263(19990122)64:2<518:COSHAT>2.0.ZU;2-K
Abstract
Functionalized beta-lactams are synthesized by carbonylative ring expansion of silylated hydroxymethyl aziridines catalyzed by dicobalt octacarbonyl, a process that proceeds with inversion of configuration. Ring opening and e limination occurs on attempted carbonylation of aziridine carboxylates.