Synthetic Studies on Bioactive Polycyclic Ethers

雪卡毒素中毒是由于食用了受附生鞭毛藻甘比铁鱼毒素产生的有毒多环醚污染的海产品而引起的一种毒理学综合症。毒素套装包括雪卡毒素、麦麸毒素和甘比罗。甘比罗由一个具有18个立体中心的梯状跨熔八环体系组成。利用氧基阴离子策略，以迭代的方式实现了甘比罗的全合成。合成路线包括直接碳。环氧化物上的碳生成，磺酰。协助6。四氢吡喃环与氧杂烷的远端环化和扩环反应，形成目标分子的多环骨架。

Ciguatera poisoning is a toxicological syndrome resulting from the ingestion of seafood contaminated by certain toxic polycyclic ethers produced by the epiphytic dinoflagellate Gambierdiscus toxicus. The toxin suite comprises ciguatoxins, maitotoxin, and gambierol. Gambierol consists of a ladder-shaped trans-fused octacyclic ring system with 18 stereogenic centers. The total synthesis of gambierol has been achieved utilizing an oxiranyl anion strategy in an iterative manner. The synthetic route includes direct carbon. carbon formation on epoxides, sulfonyl. assisted 6.endo cyclization, and ring expansion reaction of tetrahydropyranyl rings to oxepanes to forge the polycyclic skeleton of the target molecule.