Geminal hydroxy phosphonate derivatives of nucleosides: A novel class of nucleoside 5 '-monophosphate analogues

Authors
Kralikova, S Budesinsky, M Masojidkova, M Rosenberg, I
Citation
S. Kralikova et al., Geminal hydroxy phosphonate derivatives of nucleosides: A novel class of nucleoside 5 '-monophosphate analogues, TETRAHEDR L, 41(6), 2000, pp. 955-958
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
6
Year of publication
2000
Pages
955 - 958
Database
ISI
SICI code
0040-4039(20000205)41:6<955:GHPDON>2.0.ZU;2-W
Abstract
A novel type of phosphonate-based, isopolar, nonisosteric 5'-nucleotide ana logue, the nucleoside 5'-hydroxy phosphonates, was prepared by Abramov nucl eophilic addition of various phosphorous acid esters to nucleoside 5'-aldeh ydes. The newly formed compounds are distinguished by chirality of the 5'-c arbon atom. The configuration of the 5'-epimers was assigned from NMR spect ra. (C) 2000 Elsevier Science Ltd. All rights reserved.