Palladium catalysis for the synthesis of hydrophobic C-6 and C-2 aryl 2'-deoxynucleosides. Comparison of C-C versus C-N bond formation as well as C-6 versus C-2 reactivity.

@article{Lakshman2001PalladiumCF,
  title={Palladium catalysis for the synthesis of hydrophobic C-6 and C-2 aryl 2'-deoxynucleosides. Comparison of C-C versus C-N bond formation as well as C-6 versus C-2 reactivity.},
  author={M. Lakshman and J. Hilmer and J. Martin and J. Keeler and Y. Dinh and F. Ngassa and L. Russon},
  journal={Journal of the American Chemical Society},
  year={2001},
  volume={123 32},
  pages={
          7779-87
        }
}
Suzuki-Miyaura cross-coupling of haloaromatic compounds with arylboronic acids provides a simple entry to biaryl systems. Despite its ease, to date, there are no detailed investigations of this procedure for deoxynucleoside modification. As shown in this study, a wide variety of C-6 arylpurine 2'-deoxyriboside (C-6 aryl 2'-deoxynebularine analogues) and C-2 aryl 2'-deoxyinosine analogues can be conveniently prepared via the Pd-mediated cross-coupling of arylboronic acids with the C-6… Expand
64 Citations
Influence of biaryl phosphine structure on C-N and C-C bond formation.
...
1
2
3
4
5
...