自然界中存在許多具有pyrrolidine結構的天然物，具有多樣化的生物活性，其中ruspolinone、dehydrodarlinine與crispine A是我們有興趣的天然物。本論文主要是研究，運用氮上有不同取代基的proline為起始物，和不同的親核性試劑進行Mannich反應，在pyrrolidine的α位置建構碳-碳鍵，並利用實驗找尋最佳化條件。並將研究的結果應用於ruspolinone、dehydrodarlinine與crispine A的合成。

Many natural products have been identified to contain the pyrrolidine ring unit, including ruspolinone, dehydrodarlinine and crispine A. These pyrrolidine-containing alkaloids possessed a wide variety of interesting biological activities. In this thesis, we describe that the α-substituted pyrrolidine derivatives can be prepared from N-substituted prolines and various nucleophilic reagents by Mannich decarboxlative coupling reaction. The methodology is applicable to the synthesis of ruspolinone, dehydrodarlinine and crispine A.

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