Název:
Modular synthesis of 5-substituted thiophene and furan C-nucleosides and their analogues
Autoři:
Bárta, Jan ; Hocek, Michal Typ dokumentu: Příspěvky z konference Konference/Akce: Chemistry of Nucleic Acid Components /15./, Český Krumlov (CZ), 2011-06-05 / 2011-06-10
Rok:
2011
Jazyk:
eng
Abstrakt: A new modular and efficient methodology for the preparation of 5-substituted thiophen-2-yl and 5-substituted furan-2-yl C-nucleosides was developed. A Friedel–Crafts-type of C-glycosidation of 2-bromothiophene or 2-bromofuran with bis-toluoyl protected methyl- 2′-deoxyribofuranoside in presence of Lewis acid gave the desired bis-toluoyl protected 5-bromothiophne and 5-bromofuran C-nucleosides in good yields. They were used as key intermediates for Stille or Suzuki coupling whith (hetero)arylstannanes or boronic acids to afford a series of 5-(hetero)aryl thiophene and 5-(heteroaryl)furan C-nucleosides.
Klíčová slova:
C-nucleosides; furan; thiophene Číslo projektu: CEZ:AV0Z40550506 (CEP), LC512 (CEP), IAA400550902 (CEP) Poskytovatel projektu: GA MŠk, GA AV ČR Zdrojový dokument: Chemistry of Nucleic Acid Components. 15th Symposium, ISBN 978-80-86241-37-1
Instituce: Ústav organické chemie a biochemie AV ČR
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Informace o dostupnosti dokumentu:
Dokument je dostupný v příslušném ústavu Akademie věd ČR. Původní záznam: http://hdl.handle.net/11104/0198837