Počet záznamů: 1

Total Synthesis of 15-F2t-Isoprostane by Using a New Oxidative Cyclization of Distonic Radical Anions as the Key Step

  1. 1.
    0332943 - UOCHB-X 2010 RIV DE eng J - Článek v odborném periodiku
    Jahn, Ullrich - Dinca, E.
    Total Synthesis of 15-F2t-Isoprostane by Using a New Oxidative Cyclization of Distonic Radical Anions as the Key Step.
    Chemistry - A European Journal. Roč. 15, č. 1 (2009), s. 58-62 ISSN 0947-6539
    Grant ostatní:DFG(DE) Ja896/3-1
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: cyclization * electron transfer * prostanoids * radical ions
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 5.382, rok: 2009

    The shortest total synthesis of the major human cyclic lipid peroxidation metabolite, 15-F2t-IsoP in twelve steps and 14% overall yield is reported. Keysteps are a vinylogous aldol addition to construct the C7-C20 skeleton, an oxidative electron transfer-induced radical anion 5-exo cyclization to access the cyclopentane subunit and an acetylide alkylation to assemble the full skeleton of the natural product.
    Trvalý link: http://hdl.handle.net/11104/0178054