LANTHANIDE-INDUCED AND DMSO-INDUCED RING-OPENING OF 2-IMINOOXETANES -SYNTHESIS OF BETA-LACTAMS AND BETA-KETO-AMIDES

Authors
BARBARO G BATTAGLIA A GIORGIANNI P
Citation
G. Barbaro et al., LANTHANIDE-INDUCED AND DMSO-INDUCED RING-OPENING OF 2-IMINOOXETANES -SYNTHESIS OF BETA-LACTAMS AND BETA-KETO-AMIDES, Journal of organic chemistry, 60(4), 1995, pp. 1020-1025
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
60
Issue
4
Year of publication
1995
Pages
1020 - 1025
Database
ISI
SICI code
0022-3263(1995)60:4<1020:LADRO2>2.0.ZU;2-7
Abstract
2-Iminooxetanes (1), generated by lanthanide-catalyzed heterocycloaddi tion of aldehydes to ketene imines, are versatile synthons for beta-la ctams (2) and for beta-keto amides (3). Conversion of 1 into 2 and 3 c an be accomplished by either lanthanide-induced or oxidative (DMSO) ri ng opening, respectively.