K. Karupaiyan et al., SYNTHESIS OF N1-UNSUBSTITUTED BETA-LACTAMS VIA A FACILE DEPROTECTION OF N1-[(ALPHA-THIOPHENYL)BENZYL] GROUP, Tetrahedron, 54(17), 1998, pp. 4375-4386
A diastereoselective synthesis of (+/-) cis-beta-lactams (5 & 6) via c
ycloaddition reactions of N1-(alpha-thiophenyl)benzyl imines (3) with
acid chlorides (4) in the presence of triethylamine is described. The
deprotection of N1-(alpha-thiophenyl)benzyl group has been achieved by
oxidation using potassium persulfate to give N-unsubstituted beta-lac
tams (7) in good yields. (C) 1998 Elsevier Science Ltd. All rights res
erved.