若干石松科Palhinine型生物碱全合成研究

本项目以若干结构独特的石松科Palhinine型生物碱为研究对象，针对该类生物碱中具有合成挑战性的“含有异扭烷稠合结构单元的氮杂九元环”的构建问题，基于“碳碳键辅助切断策略”，结合本课题组前期在“官能团化异扭烷中间体”合成方面的尝试，设计了以“分子内Schmidt类型碎裂化”为关键反应的统一合成策略，以期为这些多环生物碱的集群合成提供新思路、新探索。该研究不仅可以丰富Schmidt类型碎裂化反应的设计以及在天然产物合成中的应用，而且还可以为此类生物碱的生物活性探讨奠定重要的物质基础。

In this project, some palhinine-type Lycopodium alkaloids are selected as targets for our synthesis design, wherein how to effectively construct the azonane ring system embedded with the isotwistane framework constitutes a synthetically challenging issue. Based on the carbon-carbon bond cleavage strategy as well as our previous efforts on the construction of functionalized isotwistane building block, a novel intramolecular Schmidt-type fragmentation reaction is designed as a key step in the proposed unified strategy, which could provide an opportunity to make some new considerations and explorations to the collective total synthesis of palhinine-type Lycopodium alkaloids. The present studies not only could enrich the Schmidt fragmentation-related methodology design and its application in natural product synthesis, but also could establish an important foundation for synthetic access to such alkaloid substances used for biological investigation.