本論文敘述天然物fawcettimine (1)之形式合成。我們以烯酮73為起始物，經由1,4-加成反應與碘化反應，得到α-碘基環酮72，接著再以自由基環化反應為關鍵步驟建構六,五-駢環化合物81。經由多部的官能基轉換得到化合物70，然後進行1,2-加成引入支鏈得到化合物92。之後經過多步的官能基轉換，再引入氮原子進行兩次氮烷化(N-alkylation)反應來建構含氮九圓雜環，得到已知中間體62，此中間體已由Yang的研究小組應用於fawcettimine (1)之全合成中。因此我們完成天然物fawcettimine (1)的形式合成。

In this thesis, the formal synthesis of the nature product fawcettimine (1) is described. α-iodo ketone ring 72 was obtained from the 1,4- addition of enone 73 and followed by iodination. A radical cyclization was employed to construct the [6,5]- bicycle skeleton 81. Conversion of 81 into the compound 92 by modifying functional group and inducing the side-chain via 1,2- addition gave the compound 92. Finally, construction of the aza nine- membered ring employing double N-alkylation gave the known intermediate 62, which is an intermediate in Yang’s total synthesis of fawcettimine (1) and therefore a formal synthesis was achieved

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