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  • A convenient strategy for synthesizing the Agelas alkaloids clathrodin, oroidin, and hymenidin and their (un)saturated linker analogs
    Žula, Aleš ; Kikelj, Danijel ; Ilaš, Janez
    A convenient strategy for the scalable synthesis of the 2-aminoimidazole alkaloids, clathrodin, oroidin, and hymenidin derived from marine Agelas species and their analogs possessing a saturated or ... unsaturated linker moiety is described. The key intermediates, 4-(3-aminopropyl)-1H-imidazol-2-amine and (E)-4-(3-aminoprop-1-en-1-yl)-1H-imidazol-2-amine were obtained through two different synthetic pathways starting from l-ornithine and benzyl 1,2-dihydropyridine-1-carboxylate respectively, using (i) an innovative combination of Weinreb amide strategy with di-Boc protection, and (ii) a modified pyridine-1(2H)-carboxylate based strategy. Convenient access to these 2-aminoimidazole amines is crucial for the synthesis of libraries of clathrodin, oroidin, and hymenidin analogs.
    Vir: Tetrahedron letters. - ISSN 0040-4039 (Vol. 55, iss. 29, 2014, str. 3999-4001)
    Vrsta gradiva - članek, sestavni del
    Leto - 2014
    Jezik - angleški
    COBISS.SI-ID - 3668849

    Povezava(-e):

    http://www.sciencedirect.com/science/article/pii/S0040403914009083
    http://ac.els-cdn.com/S0040403914009083/1-s2.0-S0040403914009083-main.pdf?_tid=a3558926-f608-11e3-8c6f-00000aacb360&acdnat=1403000451_7255119ea132c90881e67cf918f170d5
    DOI

vir: Tetrahedron letters. - ISSN 0040-4039 (Vol. 55, iss. 29, 2014, str. 3999-4001)
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