OXIDATION OF ISOSAFROLE BY SODIUM-HYPOCHLORITE CATALYZED BY MANGANESEPORPHYRINS - UNUSUAL COMPETITION BETWEEN EPOXIDATION AND O-DEALKYLATION

Authors
CHIAVETTO LB GUGLIELMETTI G QUERCI C RICCI M
Citation
Lb. Chiavetto et al., OXIDATION OF ISOSAFROLE BY SODIUM-HYPOCHLORITE CATALYZED BY MANGANESEPORPHYRINS - UNUSUAL COMPETITION BETWEEN EPOXIDATION AND O-DEALKYLATION, Tetrahedron letters, 37(7), 1996, pp. 1091-1094
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
7
Year of publication
1996
Pages
1091 - 1094
Database
ISI
SICI code
0040-4039(1996)37:7<1091:OOIBSC>2.0.ZU;2-I
Abstract
isosafrole (1a) and isoeugenol methyl ether (1b), two closely related substrates, behave very differently when subjected to manganese porphy rins catalysed epoxidation by sodium hypochlorite. A possible explanat ion is given, in terms of an unusual competition between the epoxidati on and the O-dealkylation of the -OCH2O- moiety.