Enantioselective Total Synthesis of Communesin F

描述(申请人提供)：拟议的工作将使生物碱天然产物(-)-Commesin F的收敛、对映体选择性和仿生合成成为可能。(-)-Commesin F属于一类天然产品，包含结构独特的七环骨架。这一系列天然产品展示了一系列有趣的生物活动。在生物合成的启发下，复杂的异源二聚体的重排应该可以提供Commesin生物碱的核心。我们新开发的异二聚化方法的应用将使我们能够快速获得必要的二聚体。该方法以不对称双氮烯形式的复合胺的逐步结合为中心，然后光排出二氮，以提供异二聚体产品。总而言之，建议的路线将 提供一种快速和收敛的(-)-Commesin F的合成，该合成有可能扩展到Commesin天然产品家族的所有成员。

DESCRIPTION (provided by applicant): The proposed work would enable the convergent, enantioselective, and biomimetic synthesis of the alkaloid natural product (-)-communesin F. (-)-Communesin F belongs to a family of natural products containing a structurally unique heptacyclic framework. This family of natural products displays a range of interesting biological activities. A biosynthetically inspired rearrangement of a complex heterodimer should afford the core of the communesin alkaloids. Application of our newly developed method for heterodimerization will allow rapid access to the necessary dimer. The method centers on the stepwise union of complex amines in the form of unsymmetrical diazenes followed by photoexpulsion of dinitrogen to afford the heterodimerized product. In all, the proposed route will afford a rapid and convergent synthesis of (-)- communesin F which potentially could be expanded to all members of the communesin family of natural products.