Synthesis of 2,6-disubstituted pyridin-3-yl C-2'-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides.

@article{Kubelka2013SynthesisO2,
  title={Synthesis of 2,6-disubstituted pyridin-3-yl C-2'-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides.},
  author={Tom{\'a}{\vs} Kubelka and Lenka Po{\vs}tov{\'a} Slavět{\'i}nsk{\'a} and V{\'a}clav Eigner and Michal Hocek},
  journal={Organic & biomolecular chemistry},
  year={2013},
  volume={11 28},
  pages={4702-18}
}
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… CONTINUE READING