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Synthesis of ergostane-type brassinosteroids with modifications in ring A

  1. 1.
    SYSNO ASEP0482095
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleSynthesis of ergostane-type brassinosteroids with modifications in ring A
    Author(s) Zhabinskii, V.N. (BY)
    Osiyuk, D.A. (BY)
    Ermolovich, Y.V. (BY)
    Chaschina, N.M. (BY)
    Dalidovich, T.S. (BY)
    Strnad, Miroslav (UEB-Q) RID, ORCID
    Khripach, V.A. (BY)
    Source TitleBeilstein Journal of Organic Chemistry. - : Beilstein - Institut zur Foerderung der Chemischen Wissenschaften - ISSN 1860-5397
    Roč. 13, NOV 2 (2017), s. 2326-2331
    Number of pages6 s.
    Languageeng - English
    CountryDE - Germany
    Keywordsbiosynthetic precursors ; brassinosteroids ; diols
    Subject RIVEB - Genetics ; Molecular Biology
    OECD categoryOrganic chemistry
    R&D ProjectsLO1204 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
    Institutional supportUEB-Q - RVO:61389030
    UT WOS000414721000001
    EID SCOPUS85033589908
    DOI10.3762/bjoc.13.229
    AnnotationHerein, we present a new strategy for the preparation of a broad range of brassinosteroid biosynthetic precursors/metabolites differing by the ring A fragment. The protocol is based on the use of readily available phytohormones of this class bearing a 2 alpha, 3 alpha-diol moiety (epibrassinolide or epicastasterone) as starting materials. The required functionalities (Delta(2)-, 2 alpha, 3 alpha- and 2 beta, 3 beta-epoxy-, 2 alpha, 3 beta-, 2 beta, 3 alpha-, and 2 beta, 3 beta-dihydroxy-, 3-keto-, 3a-and 3 beta-hydroxy-, 2 alpha-hydroxy-3-keto-) were synthesized from 2 alpha, 3 alpha-diols in a few simple steps (Corey-Winter reaction, epoxidation, oxidation, hydride reduction, etc.).
    WorkplaceInstitute of Experimental Botany
    ContactDavid Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469
    Year of Publishing2018
Number of the records: 1  

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