SELECTIVE OXIDATION OF NITROCOMPOUNDS BY DIMETHYLDIOXIRANE

Authors
BALLINI R PAPA F BOVICELLI P
Citation
R. Ballini et al., SELECTIVE OXIDATION OF NITROCOMPOUNDS BY DIMETHYLDIOXIRANE, Tetrahedron letters, 37(20), 1996, pp. 3507-3510
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
20
Year of publication
1996
Pages
3507 - 3510
Database
ISI
SICI code
0040-4039(1996)37:20<3507:SOONBD>2.0.ZU;2-P
Abstract
An efficient monooxidation of nitrodiols was performed by dimethyldiox irane, exploiting tile inhibiting effect of the nitro group on reactio n at adjacent centers. The reaction appears of general value when an a lcoholic moiety is in alpha or beta to the nitro group. A double bond was similarly deactivated towards epoxidation, and other functional gr oups reacted preferentially. Copyright (C) 1996 Published by Elsevier Science Ltd