Počet záznamů: 1

A Modular Approach to Aryl-C-ribonucleosides via the Allylic Substitution and Ring-Closing Metathesis Sequence. A Stereocontrolled Synthesis of All Four alpha-/beta- and D-/L-C-Nucleoside Stereoisomers

  1. 1.
    0368189 - UOCHB-X 2012 RIV US eng J - Článek v odborném periodiku
    Štambaský, J. - Kapras, V. - Štefko, Martin - Kysilka, O. - Hocek, Michal - Malkov, A. V. - Kočovský, P.
    A Modular Approach to Aryl-C-ribonucleosides via the Allylic Substitution and Ring-Closing Metathesis Sequence. A Stereocontrolled Synthesis of All Four alpha-/beta- and D-/L-C-Nucleoside Stereoisomers.
    Journal of Organic Chemistry. Roč. 76, č. 19 (2011), s. 7781-7803 ISSN 0022-3263
    Grant CEP: GA MŠk LC512; GA AV ČR IAA400550902
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: C-nucleosides * allylic substitution * metathesis * dihydroxylation
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 4.450, rok: 2011

    Iridium(I)-catalyzed allylation of the enantiopure monoprotected copper(I) alkoxides with enantiopure allylic carbonates has been developed as the key step in a new approach to C-nucleoside analogues. The synthesis continued by ring-closing metathesis and dihydroxylation. This approach allows the synthesis of all four combinations of alpha/beta and D/L-diastereoisomers.
    Trvalý link: http://hdl.handle.net/11104/0202600