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  • Two convergent methodologies for construction of novel carbocyclic C-nucleosides allowing the syntheses of derivatives with uracil heterobase substituted at the position C-5 as well as C-6 were developed. The crucial step of the first methodology was the reaction of (6-chloro-2,4-dimethoxypyrimidin-5-yl)lithium, the nucleobase precursor, with suitable ketones, the carbocyclic pseudosugar precursors. The second approach was based on the copper-catalyzed cross-coupling between magnesiated pyrimidine and appropriate allyl chlorides. These methodologies were applied for the synthesis of novel carbocyclic C-nucleosides bearing cyclohexene or cyclohexane as a pseudosugar.
  • Two convergent methodologies for construction of novel carbocyclic C-nucleosides allowing the syntheses of derivatives with uracil heterobase substituted at the position C-5 as well as C-6 were developed. The crucial step of the first methodology was the reaction of (6-chloro-2,4-dimethoxypyrimidin-5-yl)lithium, the nucleobase precursor, with suitable ketones, the carbocyclic pseudosugar precursors. The second approach was based on the copper-catalyzed cross-coupling between magnesiated pyrimidine and appropriate allyl chlorides. These methodologies were applied for the synthesis of novel carbocyclic C-nucleosides bearing cyclohexene or cyclohexane as a pseudosugar. (en)
Title
  • Two convergent approaches toward novel carbocyclic C-nucleosides
  • Two convergent approaches toward novel carbocyclic C-nucleosides (en)
skos:prefLabel
  • Two convergent approaches toward novel carbocyclic C-nucleosides
  • Two convergent approaches toward novel carbocyclic C-nucleosides (en)
skos:notation
  • RIV/61388963:_____/10:00351443!RIV11-MSM-61388963
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(1M0508), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika
  • 23
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
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  • 293853
http://linked.open...ai/riv/idVysledku
  • RIV/61388963:_____/10:00351443
http://linked.open...riv/jazykVysledku
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  • carbocyclic C-nucleosides; convergent approach; uracil; pyrimidines (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV
  • [35B408D49522]
http://linked.open...i/riv/nazevZdroje
  • Synthesis
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • -
http://linked.open...iv/tvurceVysledku
  • Dračínský, Martin
  • Dejmek, Milan
  • Holý, Antonín
  • Hřebabecký, Hubert
  • Nencka, Radim
  • Šála, Michal
http://linked.open...ain/vavai/riv/wos
  • 000284535900028
http://linked.open...n/vavai/riv/zamer
issn
  • 0039-7881
number of pages
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