SYNTHESIS OF N1-UNSUBSTITUTED BETA-LACTAMS VIA A FACILE DEPROTECTION OF N1-[(ALPHA-THIOPHENYL)BENZYL] GROUP

Authors
KARUPAIYAN K SRIRAJAN V DESHMUKH ARAS BHAWAL BM
Citation
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
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
17
Year of publication
1998
Pages
4375 - 4386
Database
ISI
SICI code
0040-4020(1998)54:17<4375:SONBVA>2.0.ZU;2-E
Abstract
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.