Orthosilicate-mediated esterification of monosubstituted phosphinic acids

Citation
Yr. Dumond et al., Orthosilicate-mediated esterification of monosubstituted phosphinic acids, ORG LETT, 2(21), 2000, pp. 3341-3344
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
21
Year of publication
2000
Pages
3341 - 3344
Database
ISI
SICI code
1523-7060(20001019)2:21<3341:OEOMPA>2.0.ZU;2-U
Abstract
[GRAPHICS] Monosubstituted phosphinic acids are esterified with orthosilicates in exce llent yields. Phosphinylidene-containing acids react selectively under thes e conditions, while disubstituted phosphinic acids and phosphonic acids rem ain unchanged. One-pot procedures are also described for the preparation of phosphinate esters from an alcohol. This novel method provides a convenien t and general alternative to more commonly employed conditions such as diaz omethane or carbodiimide.