Ellipticine全合成與Tacamonine合成研究

Abstract

本論文共包含兩部分：以分子對稱性的觀點設計進行Ellipticine之全合成與Tacamonine合成研究。Ellipticine工作已經完成：由茚烯（39）作為起始物經由八步可得Ellipticine，總產率13 %。Tacamonine的部分則是利用雙甲酯（83）作為起始物，經一連串反應之後可得立體位向與Tacamonine相同的化合物（91），但此化合物無法順利脫去保護基，故需以其他的保護基替換方可繼續並結束此計畫。

The total synthesis of ellipticine based on the concept of symmetry has been accomplished. 4,7-Dimethylindene (39) was used as the starting material and ellipticine was synthesized in 8 steps in 13 % overall yield. On the other hand, cis-1,3-dicarbomethoxycyclopent-4-ene (83) was chosen as the starting material for the synthesis of tacamonine. Compound 91 with the same stereochemistry of tacamonine was synthesized in 8 steps. Unfortunately, the bis-ketal of 91 could not be deprotected. Change to other protection groups is necessary for bringing this project to a successful conclusion.