Number of the records: 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.
    SYSNO ASEP0368189
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleA 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
    Author(s) Štambaský, J. (GB)
    Kapras, V. (GB)
    Štefko, Martin (UOCHB-X)
    Kysilka, O. (CZ)
    Hocek, Michal (UOCHB-X) RID, ORCID
    Malkov, A. V. (GB)
    Kočovský, P. (GB)
    Number of authors7
    Source TitleJournal of Organic Chemistry. - : American Chemical Society - ISSN 0022-3263
    Roč. 76, č. 19 (2011), s. 7781-7803
    Number of pages23 s.
    Languageeng - English
    CountryUS - United States
    KeywordsC-nucleosides ; allylic substitution ; metathesis ; dihydroxylation
    Subject RIVCC - Organic Chemistry
    R&D ProjectsLC512 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
    IAA400550902 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR)
    CEZAV0Z40550506 - UOCHB-X (2005-2011)
    UT WOS000295302300014
    DOI10.1021/jo201110z
    AnnotationIridium(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.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
    Year of Publishing2012
Number of the records: 1  

  This site uses cookies to make them easier to browse. Learn more about how we use cookies.