ALTERNATIVE PROCEDURES FOR THE MACROLACTAMIZATION OF OMEGA-AZIDO ACIDS

Authors
BOSCH I ROMEA P URPI F VILARRASA J
Citation
I. Bosch et al., ALTERNATIVE PROCEDURES FOR THE MACROLACTAMIZATION OF OMEGA-AZIDO ACIDS, Tetrahedron letters, 34(29), 1993, pp. 4671-4674
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
29
Year of publication
1993
Pages
4671 - 4674
Database
ISI
SICI code
0040-4039(1993)34:29<4671:APFTMO>2.0.ZU;2-R
Abstract
Omega-azido acids, alter activation of the carboxyl groups as mixed an hydrides, N3(CH2)nCOOCOAr (Ar = 3,5-dinitrophenyl or 2,4,6-trichloroph enyl), can be converted to macrolactams in good yields by treatment wi th Bu3P under high-dilution conditions; the presence of 4-dimethylamin opyridine improves slightly the yields. Amides and peptides can be rea dily obtained by this procedure.