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- W3204402382 abstract "C-Nucleosides have similar structure compared to native N-nucleosides, while the carbohydrate unit and the base in a C-nucleoside are connected through a carbon-carbon bond. Because they can also be recognized and utilized by enzymes associated with N-nucleosides in cells, C-nucleosides can inhibit enzyme-catalyzed synthesis or degradation of nucleic acids, thereby inhibiting the proliferation of viruses or cancer cells. C-Nucleoside synthesis has drawn much attention since the clinical application of the C-nucleoside drug remdesivir for the treatment of COVID-19. The direct coupling of a carbohydrate moiety with a preformed aglycon unit is an efficient synthetic approach to construct aryl or heteroaryl C-nucleoside. The synthetic methods of aryl or heteroaryl C-nucleosides in recent years are summarized from three main synthetic strategies: coupling of ribose derivatives with organometallic reagents, transition metal-catalyzed coupling of ribose derivatives with organometallic reagents, and acid-catalyzed Friedel-Crafts reaction of ribose derivatives. Each synthetic strategy is categorized in terms of sugar donor precursors, including hemiacetal riboses, ribonolactones, ribofuranosyl halides, glycal, and others. The mechanism of α or β product formation in these reactions are explained in detail as well. © 2021 Chinese Chemical Society & SIOC, CAS." @default.
- W3204402382 created "2021-10-11" @default.
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- W3204402382 date "2021-01-01" @default.
- W3204402382 modified "2023-10-14" @default.
- W3204402382 title "Synthesis of Aryl or Heteroaryl <i>C</i>-Nucleosides by Direct Coupling of a Carbohydrate Moiety with a Preformed Aglycon Unit" @default.
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- W3204402382 doi "https://doi.org/10.6023/cjoc202104032" @default.
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