Development of novel synthetic routes toward natural products including heteroatoms

我们在这一资助期内的主要研究重点是具有高度复杂结构的天然产物的合成。我们已经开发了以铜为催化剂的芳基胺化反应，并将这一策略应用于天然产物的全合成，包括多霉素和亚他霉素。采用不对称C-H插入反应合成麻黄碱A和5 -羟色胺。自由基介导的吲哚结构的构建成功地应用于士的宁、参茶碱和蛇藤碱的全合成。FR901483、麦角酸、吗啡和奥司他韦的合成也采用了我们原来的合成策略。我们的合成方法适合于生物活性化合物的大规模合成，否则只能从自然界中收集。为了说明我们的合成技术，我们准备了大约500mg的雅他霉素。因此，我们对我们在有机合成方面的成就的广泛贡献充满信心。

The main focus of our research in this term of the grant-in-aid (S) is the synthesis of natural products bearing highly complicated structures. We have already developed the aryl-amination reaction using copper catalyst, and this strategy was applied to the total synthehsis of the natural producs, which include duocarmycin and yatakemycin. Ephedradine A and serotobenine was synthesized using the asymmetric C-H insertion reaction. Radical-mediated construction of indole structure was successfully applied to the total syntheses of strychnine, conophylline and aspidophytine. Synthesis of FR901483, lysergic acid, morphine and oseltamivir was also achieved using our original synthetic strategy. Our synthetic methodology is suited for the scaled-up synthesis of the bioactive compounds which can otherwise be collected only scarcely from the nature. To illustrate our synthetic skills, we have prepared about 500mg of yatakemycin. Thus we are strongly confident about the broad contribution of our achievement in organic synthesis.