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Synthesis of 2,6-disubstituted pyridin-3-yl C-2'-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides
T. Kubelka, L. Slavětínská, V. Eigner, M. Hocek,
Jazyk angličtina Země Anglie, Velká Británie
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
23760109
DOI
10.1039/c3ob40774h
Knihovny.cz E-zdroje
- MeSH
- deoxyribonukleosidy chemická syntéza chemie MeSH
- pyridiny chemie MeSH
- substrátová specifita MeSH
- techniky syntetické chemie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
2-Bromo-6-chloro- and 6-bromo-2-chloropyridin-3-yl deoxyribonucleosides were prepared by the Heck coupling of bromo-chloro-iodopyridines with TBS-protected deoxyribose glycal. Some of their Pd-catalyzed cross-coupling reactions proceeded chemoselectively at the position of the bromine, whereas nucleophilic substitutions were unselective and gave mixtures of products. The mono-substituted intermediates were used for another coupling or nucleophilic substitution giving rise to a small library of title 2,6-disubstituted pyridine C-deoxyribonucleosides. The title nucleosides did not exert antiviral or cytostatic effects.
Citace poskytuje Crossref.org
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