Hydro-de-phosphoniation of 4-substituted-4-triphenylphosphonio-5(4H)oxazolones with hydrogen iodide

Authors
Mazurkiewicz, R Pierwocha, AW Zabska, A
Citation
R. Mazurkiewicz et al., Hydro-de-phosphoniation of 4-substituted-4-triphenylphosphonio-5(4H)oxazolones with hydrogen iodide, PHOSPHOR SU, 149, 1999, pp. 167-178
Citations number
17
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
149
Year of publication
1999
Pages
167 - 178
Database
ISI
SICI code
1042-6507(1999)149:<167:HO4>2.0.ZU;2-2
Abstract
4-Substituted-4-triphenylphosphonio-5(4H)-oxazolones, when reacted with hyd rogen iodide in methylene chloride at room temperature, undergo hydro-de-ph osphoniation to 5(4H)-oxazolonium salts, which react with methanol and trie thylamine to give the corresponding N-acyl alpha-amino acid methyl esters. The possible mechanisms of hydro-de-phosphoniation is discussed.