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Efficient synthesis of fluorophosphonylated alkyles by ring-opening reaction of cyclic sulfates.

Authors :
Diab SA
Sene A
Pfund E
Lequeux T
Source :
Organic letters [Org Lett] 2008 Sep 04; Vol. 10 (17), pp. 3895-8. Date of Electronic Publication: 2008 Jul 31.
Publication Year :
2008

Abstract

Ring-opening reactions of functionalized 1,2-cyclic sulfates and oxetanes with the phosphonodifluoromethyl carbanion are reported. This approach allows an easy access to fluorinated beta-hydroxyphosphonates that are building blocks in the synthesis of acyclic nucleosides. Synthesis of precursors of nucleoside phosphorylase inhibitors from these alcohols is described.

Details

Language :
English
ISSN :
1523-7052
Volume :
10
Issue :
17
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
18666773
Full Text :
https://doi.org/10.1021/ol801443s