本研究希望利用樟腦衍生物115作為掌性輔助基，與甘胺酸第三丁酯 (34) 縮合形成的樟腦醯基亞胺43與巴豆酸甲酯 (105a) 經由1,4-加成反應來建立不對稱中心得到化合物106a；化合物106a經水解將掌性輔助基除去後，分別進行兩次的合環反應，可建構出含氮五五雙環結構 (Pyrrolizidine) 的中間體114，並完成生物鹼Heliotridane (3) 的合成研究。

This study is the application of camphor derivatives ketopinic amide 115 as a chiral auxiliary in the synthesis of pyrrolizidine alkaloids. Condensation of ketopinic amide 115 with tert-butyl glycinate (34) provided imine 43. Compound 106a could be obtained via asymmetric Michael addition to imine 43 with methyl crotonate (105a). Hydrolysis of compound 106a to remove the chiral auxiliary followed by two cyclizations to afford pyrrolizidine intermediate 114, and then furnished the total synthesis of Heliotridane (3).

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