Autocleavage of o-isopropylidene protected o-phosphono- and o- thionophosphono esters of sugars

Authors
Postel, D Ronco, G Villa, P
Citation
D. Postel et al., Autocleavage of o-isopropylidene protected o-phosphono- and o- thionophosphono esters of sugars, J CARB CHEM, 19(2), 2000, pp. 171-192
Citations number
23
Categorie Soggetti
Chemistry & Analysis
Journal title
JOURNAL OF CARBOHYDRATE CHEMISTRY
ISSN journal
07328303 → ACNP
Volume
19
Issue
2
Year of publication
2000
Pages
171 - 192
Database
ISI
SICI code
0732-8303(2000)19:2<171:AOOPOA>2.0.ZU;2-R
Abstract
Phosphorylation of D-glucose, D-galactose, D-fructose, glycerol and xylitol acetals with diethoxy- or diphenoxy(thiono)phosphoryl chloride gave the co rresponding esters. A novel method of partially and fully deprotecting thes e compounds, which we have called "autocatalytic cleavage", was effected by simply refluxing in water. Antifungal and insecticidal properties of these compounds are presented.