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
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.