SIMPLE AND CONDENSED BETA-LACTAMS .28. THE SYNTHESIS OF C-METHYLCARUMONAMS AND OF A RELATED BIS(CARBAMATE)

Citation
J. Fetter et al., SIMPLE AND CONDENSED BETA-LACTAMS .28. THE SYNTHESIS OF C-METHYLCARUMONAMS AND OF A RELATED BIS(CARBAMATE), Journal of chemical research. Synopses, (4), 1997, pp. 118
Citations number
36
Categorie Soggetti
Chemistry
ISSN journal
03082342
Issue
4
Year of publication
1997
Database
ISI
SICI code
0308-2342(1997):4<118:SACB.T>2.0.ZU;2-5
Abstract
Racemic carumonam analogues 2a-d are synthesised and found to be devoi d of any bacterial activity; NaBH4 reduction of 18 affords both epimer s of 8c with the (3RS,4RS)-4-[(1RS)] epimer as the main product, and c yclocondensation of phthalimidoacetyl chloride with racemic imine 14 g ives rise to the formation of (3RS,4RS)-4-[(1RS)]-15 as a single epime r.