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研究生: 方信為
Fang, Hsin-wei
論文名稱: 荷蓮豆鹼之全合成研究
Total synthesis of Cordatanine
指導教授: 吳天賞
Wu, Tian-shung
學位類別: 碩士
Master
系所名稱: 理學院 - 化學系
Department of Chemistry
論文出版年: 2009
畢業學年度: 97
語文別: 中文
論文頁數: 75
中文關鍵詞: 全合成生物鹼荷蓮豆鹼
外文關鍵詞: canthin-6-one, alkaloid, total synthesis
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  • 本研究在描述荷蓮豆鹼(Cordatanine)之全合成。在本合成方法裡,我們利用四個步驟的反應,其中探討以氧-甲烷化試劑合成中間產物(E)-ethyl 3-methoxy-3-(9H-pyrido[3,4-b]indol-1-yl)acrylate 102,進而利用空間效應改善D-環的環合產率。不僅有助於抗愛滋藥物的開發並比較其同分異構物的光譜數據。

    A total synthesis of Cornatanine (1a) is described. In this synthesis, we achieved four-step sequence, and discussed the O-methylation reagents in synthesis of (E)-ethyl 3-methoxy-3-(9H-pyrido[3,4-b]indol-1-yl)acrylate (102). Improvement of the yield of D-ring cyclilation by steric effect is expected. Besides, this research can aid the pharmaceutical development of anti-HIV and the study of the isomers’ spectra data.

    摘要 I Abstract II 目錄 III 圖目錄 V 表目錄 VII 第一章 前言 1 第二章 鐵屎米-6-酮衍生物之細胞毒活性 2 第三章 鐵屎米-6-酮衍生物合成之文獻回顧 4 第四章 鐵屎米-6-酮D環環合之研究 12 第一節 逆合成設計 12 第二節 研究動機 17 第三節 實驗原理及機制 19 第四節 結果與討論 27 第五節 實驗部份 38 第六節 結論 46 第五章 荷蓮豆鹼Cordatanine之全合成研究 47 第一節 緒論 47 第二節 逆合成設計 49 第三節 合成機制之文獻回顧 51 第四節 結果與討論 57 第六章 參考文獻 68

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