Synthetic Studies on Spirolide, a Macrocyclic Alkaloid, having potential neurotoxicity

螺环内酯是一种海洋天然产物，具有很强的神经毒性。该结构以含氮杂环和双螺缩醛的大环骨架为特征。C-2和C-4的绝对结构尚未澄清，确切的作用方式仍然未知。我们研究了这种天然毒素的合成，以阐明其完整的结构。通过手性模板Diels-Alder反应构建了具有环己烯环的上半部片段骨架，成功合成了具有螺环体系的下半部片段。

Spirolide is a marine natural product, having strong neurotoxicity. The structure was featured by the macrocyclic framework containing the azaspirocyclic moiety and the bisspiroacetal. The absolute configuration at C-2 and C-4 has not been clarified, and the precise mode of action still remains unknown. We have studied the synthesis of this natural toxin to clarify the complete structure. The framework of the upper half fragment, having cyclohexene ring, was constructed by chiral templated Diels-Alder reaction and the lower half fragment, having spirocyclic system, was successfully synthesized.