A CONVENIENT METHOD FOR PHOSPHORYLATION INVOLVING A FACILE OXIDATION OF H-PHOSPHONATE MONOESTERS VIA BIS(TRIMETHYLSILYL) PHOSPHITES

Citation
T. Wada et al., A CONVENIENT METHOD FOR PHOSPHORYLATION INVOLVING A FACILE OXIDATION OF H-PHOSPHONATE MONOESTERS VIA BIS(TRIMETHYLSILYL) PHOSPHITES, Tetrahedron letters, 39(39), 1998, pp. 7123-7126
Citations number
33
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
0040-4039
Volume
39
Issue
39
Year of publication
1998
Pages
7123 - 7126
Database
ISI
SICI code
0040-4039(1998)39:39<7123:ACMFPI>2.0.ZU;2-U
Abstract
A new convenient route to phosphate monoesters from alcohols has been developed. H-Phosphonate monoesters, which are readily accessible by p hosphonylation of the parent alcohols, were oxidized with t-BuOOH or N -sulfonyloxaziridines under anhydrous conditions via the corresponding bis(trimethylsilyl) phosphites. N,O-Bis(trimethylsilyl)benzamide (BSB ) and (camphorsulfonyl)oxaziridine (CSO) were found to be highly effec tive for silylation of H-phosphonates and oxidation of silyl phosphite s, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.