Počet záznamů: 1

Modular Synthesis of 5-Substituted Furan-2-yl C-2'-Deoxyribonucleosides and Biaryl Covalent Base-pair Analogues

  1. 1.
    0350078 - UOCHB-X 2011 RIV DE eng J - Článek v odborném periodiku
    Bárta, Jan - Slavětínská, Lenka - Klepetářová, Blanka - Hocek, Michal
    Modular Synthesis of 5-Substituted Furan-2-yl C-2'-Deoxyribonucleosides and Biaryl Covalent Base-pair Analogues.
    European Journal of Organic Chemistry. -, č. 28 (2010), s. 5432-5443 ISSN 1434-193X
    Grant CEP: GA MŠk LC512; GA AV ČR IAA400550902
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: C-nucleosides * furans * C-glycosidation * cross-coupling reactions
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 3.206, rok: 2010

    A modular and efficient synthesis of 5-(hetero)arylfuran C-2'-deoxyribonucleosides was developed. Friedel–Crafts C-glycosidation of 2-bromofuran with toluoyl-protected methyl 2'-deoxyribofuranoside in the presence of BF3·Et2O gave 5- bromofuran C-nucleosides, which were used as key intermediates for Stille or Suzuki coupling with (hetero)arylstannanes or boronic acids to afford a series of 5-(hetero)arylfuran C-nucleosides.
    Trvalý link: http://hdl.handle.net/11104/0190171