Abstract
Ciguatoxins, the principal causative toxins of ciguatera seafood poisoning, are potent toxic polycyclic ethers. We report herem a stereoselective synthesis of the seven-membered M-ring moiety of Caribbean ciguatoxin C-CTX-1. The key features of the synthesis are the photo-induced [2+2] electrocyclization and enzymatic asymmetric hydrolysis to construct the congested oxepane ring.
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