Yang Yunxia, Xie Dong, Huo Liang, Liu Yue, Duan Jinbo, Li Huilin, Zhou Pan-Pan, Xie Xingang, She Xuegong
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, Gansu, PR China.
Nat Commun. 2025 Jan 2;16(1):322. doi: 10.1038/s41467-024-55560-9.
Artatrovirenols A and B are two newly isolated sesquiterpenoids with a complex caged framework. We report herein a concise synthesis of artatrovirenols A and B in 9 and 8 steps, respectively. The complex caged tetracycle is rapidly constructed from a known planar guaiane-type precursor through a bioinspired intramolecular [4 + 2] cyclization to firstly access artatrovirenol B, which is further transformed into artatrovirenol A through a biomimetic epoxidation-mediated lactonization reaction. This synthesis establishes a concise asymmetric approach to access artatrovirenols A and B, and also provides insightful evidence to their biogenetic pathway in nature.
阿托维伦醇A和B是两种新分离出的具有复杂笼状骨架的倍半萜类化合物。本文我们分别报道了以9步和8步简洁合成阿托维伦醇A和B的方法。复杂的笼状四环由已知的平面愈创木烷型前体通过仿生分子内[4 + 2]环化反应快速构建，首先得到阿托维伦醇B，再通过仿生环氧化介导的内酯化反应将其进一步转化为阿托维伦醇A。该合成方法建立了一种简洁的不对称方法来合成阿托维伦醇A和B，也为它们在自然界中的生源合成途径提供了有价值的证据。
