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Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki-Miyaura cross-coupling

Radim Nencka (UGent) , Davy Sinnaeve (UGent) , Izet Karalic (UGent) , José Martins (UGent) and Serge Van Calenbergh (UGent)
(2010) ORGANIC & BIOMOLECULAR CHEMISTRY. 8(22). p.5234-5246
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Abstract
An efficient protocol for the construction of C-6-(hetero)aryl-substituted uridine phosphonate analogues utilizing an aerobic, ligand-free Suzuki-Miyaura cross-coupling reaction of a 6-iodo-precursor in aqueous media has been established. The method presents a modular approach toward the target compounds as demonstrated by the synthesis of a small library comprising 14 novel nucleoside phosphonates.
Keywords
INHIBITORS, CHEMISTRY, DERIVATIVES, PALLADIUM, WATER, NUCLEOSIDES, CONFORMATIONAL-ANALYSIS, MAGNETIC-RESONANCE, SUGAR RING, NUCLEOTIDE ANALOG

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Chicago
Nencka, Radim, Davy Sinnaeve, Izet Karalic, José Martins, and Serge Van Calenbergh. 2010. “Synthesis of C-6-substituted Uridine Phosphonates Through Aerobic Ligand-free Suzuki-Miyaura Cross-coupling.” Organic & Biomolecular Chemistry 8 (22): 5234–5246.
APA
Nencka, R., Sinnaeve, D., Karalic, I., Martins, J., & Van Calenbergh, S. (2010). Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki-Miyaura cross-coupling. ORGANIC & BIOMOLECULAR CHEMISTRY, 8(22), 5234–5246.
Vancouver
1.
Nencka R, Sinnaeve D, Karalic I, Martins J, Van Calenbergh S. Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki-Miyaura cross-coupling. ORGANIC & BIOMOLECULAR CHEMISTRY. 2010;8(22):5234–46.
MLA
Nencka, Radim, Davy Sinnaeve, Izet Karalic, et al. “Synthesis of C-6-substituted Uridine Phosphonates Through Aerobic Ligand-free Suzuki-Miyaura Cross-coupling.” ORGANIC & BIOMOLECULAR CHEMISTRY 8.22 (2010): 5234–5246. Print.
@article{1126881,
  abstract     = {An efficient protocol for the construction of C-6-(hetero)aryl-substituted uridine phosphonate analogues utilizing an aerobic, ligand-free Suzuki-Miyaura cross-coupling reaction of a 6-iodo-precursor in aqueous media has been established. The method presents a modular approach toward the target compounds as demonstrated by the synthesis of a small library comprising 14 novel nucleoside phosphonates.},
  author       = {Nencka, Radim and Sinnaeve, Davy and Karalic, Izet and Martins, Jos{\'e} and Van Calenbergh, Serge},
  issn         = {1477-0520},
  journal      = {ORGANIC \& BIOMOLECULAR CHEMISTRY},
  keyword      = {INHIBITORS,CHEMISTRY,DERIVATIVES,PALLADIUM,WATER,NUCLEOSIDES,CONFORMATIONAL-ANALYSIS,MAGNETIC-RESONANCE,SUGAR RING,NUCLEOTIDE ANALOG},
  language     = {eng},
  number       = {22},
  pages        = {5234--5246},
  title        = {Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki-Miyaura cross-coupling},
  url          = {http://dx.doi.org/10.1039/c0ob00061b},
  volume       = {8},
  year         = {2010},
}

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