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A Versatile Synthesis of Functionalized Pentahelicenes

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    SYSNO ASEP0353234
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleA Versatile Synthesis of Functionalized Pentahelicenes
    Author(s) Songis, Olivier (UOCHB-X)
    Míšek, Jiří (UOCHB-X)
    Schmid, Markus B. (UOCHB-X)
    Kollárovič, Adrian (UOCHB-X)
    Stará, Irena G. (UOCHB-X) RID, ORCID
    Šaman, David (UOCHB-X) RID, ORCID
    Císařová, I. (CZ)
    Starý, Ivo (UOCHB-X) RID, ORCID
    Number of authors8
    Source TitleJournal of Organic Chemistry. - : American Chemical Society - ISSN 0022-3263
    Roč. 75, č. 20 (2010), s. 6889-6899
    Number of pages11 s.
    Languageeng - English
    CountryUS - United States
    Keywordsfunctionalized pentahelicene ; synthesis ; Suzuki-Miyaura coupling
    Subject RIVCC - Organic Chemistry
    R&D ProjectsIAA400550916 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR)
    LC512 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
    CEZAV0Z40550506 - UOCHB-X (2005-2011)
    UT WOS000282604900017
    DOI10.1021/jo1013977
    AnnotationA general synthetic methodology for the preparation of functionalized (hetero)helicenes has been developed. It employs the sequence of a double propargyl organometallics (Li, Mg, Ga/In) addition to a tolan-2,2'-dialdehyde-type intermediate, a cobalt-catalyzed [2 + 2 + 2] cycloisomerization of a triyne intermediate, and a double silica gel-assisted acetic acid elimination to receive pentahelicene followed by palladium catalyzed Suzuki-Miyaura coupling.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
    Year of Publishing2011
Number of the records: 1  

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