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    Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/85822


    Title: Nabscessin C的全合成
    Authors: 馮家琪;Feng, Chia-Chi
    Contributors: 化學學系
    Keywords: 全合成
    Date: 2021-08-30
    Issue Date: 2021-12-07 11:30:23 (UTC+8)
    Publisher: 國立中央大學
    Abstract: Nabscessin C (1)是從市售的肌醇(myo-inositol)與原甲酸三乙酯(triethyl orthoformate)經由12步合成出來。肌醇原酸酯化合物81,其具有兩個軸向羥基和一個赤道羥基,這個特徵有助於更好地區分原酸酯的羥基。
    此合成主要是利用肌醇(myo-inositol)原有的六元環架構,將環上羥基進行脫氧(deoxygenation)以及還原胺化反應(reductive amination)使羥基轉換為胺基生成碳氮鍵,得到其關鍵中心脫氧胺基鯊肌醇(2-deoxy-scyllo-inosamine, DOIA)來合成目標產物。
    ;We synthesize from commercial available myo-inositol and triethyl orthoformate. The myo-inositol orthoester has two axial hydroxyl and one equatorial hydroxyl group and this feature facilitates better discrimination among the hydroxyl groups of orthoesters.
    We use the structure of myo-inositol and subsequent transformations, including deoxygenation and reductive amination, to provide the key 2-deoxyscylla inosine core (DOIA) to complete the synthesis of Nabscessin C (1).
    Appears in Collections:[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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