手性七元（杂）环并芳杂环骨架作为天然产物的核心结构和药物分子的优势骨架，已经成为有机化学家们发展新型合成方法和药物化学家们开展创新药物研究的重要目标结构，是当前催化不对称合成中最重要的研究热点之一。本项目希望在前期开展的催化不对称[3+2]/[3+3]环加成反应研究的基础上，结合新型“四中心缺电子（杂）双烯”与“三中心1,3-偶极子”的设计理念，尤其是通过“芳杂环四中心缺电子（杂）双烯”和“Pd-TMM和其他新型三中心1,3-偶极子及其等价体”的设计和反应匹配性研究，发展结构多样性导向的“金属催化”或“有机小分子催化”的新型不对称[4+3]环加成反应，以期合成一系列具有潜在生理活性的手性七元（杂）环并芳杂环骨架衍生物，并用于活性测试和新型先导结构的发现。本项目研究有望为发展催化不对称[4+3]环加成反应提供新的策略及途径，并为创新药物研究提供新颖的手性七元（杂）环并芳杂环类先导结构。

Chiral (hetero)-cyclohepta[b]heteroaryl ring skeletons, are core structures existing in natural products, and privileged scaffolds for drug molecules, consequently has been emerging as important and hot research target skeletons in the field of organic synthesis and drug discovery. On the basis of our recently developed catalytic and asymmetric [3+2]/[3+3] cycloaddition, combined with new concept and design of “four-centre electron-deficient (hetero) dienes” and “three-centre 1,3-dipoles”, especially through the design of “four-centre electron-deficient (hetero) dienes with heteroaryl ring” and “Pd-TMM and other novel three centre 1,3-dipoles and their equivalents” as well as the investigation of their compatibility and matchability in the reaction, we are dedicated to develop structure-diversity-oriented novel asymmetric [4+3] cycloaddition via “Metal catalysis” or “Organocatalysis” for the synthesis of a variety of potentially biological active chiral (hetero)-cyclohepta[b]heteroaryl ring skeleton derivatives, which will be used for biological test and novel lead structure discovery. In conclusion, this project could provide a new way and strategy for developing asymmetric [4+3] cycloaddition, and dilivery structurally novel lead compounds with chiral (hetero)-cyclohepta[b]heteroaryl ring skeletons for drug discovery.