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Modulární metodika na přípravu 3- a 4- substituovaných benzenových a anilínových C-ribonukleosidů
Štefko, Martin ; Hocek, Michal
A novel modular, efficient and practical methodology for the preparation of 3- and 4-substituted phenyl and aniline C-ribonucleosides was developed. The key intermediates were synthesized in two steps from TBS-protected ribonolactone in 75% and 66% yields, respectively, as pure beta-anomers. The bromophenyl intermediates were subjected to a series of palladium catalyzed cross-coupling, aminations and alkoxylation reactions to give, after deprotection a series of free 1 beta-(3- and 4-alkyl, -aryl, -amino -alkoxyphenyl and -hetaryl substituted phenyl)-C-ribonucleosides (20 examples).

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