Premium Synthetic Studies on Ciguatoxin: A Convergent Strategy for Construction of the F–M Ring FrameworkPremium
angewandte chemie international edition
Abstract Exceptional neurotoxicity is associated with ciguatoxin. The ciguatoxin mimic 1 , which contains the F–M framework of the natural product, has been prepared through a convergent synthesis. The two key steps were a Lewis acid mediated intramolecular reaction of a γ ‐alkoxyallylsilane with an acetal group and an SmI 2 ‐mediated intramolecular Reformatsky reaction that permitted construction of the annelated hexahydrooxonin ring system.
Subject(s)acetal , biology , chemistry , ciguatoxin , convergent synthesis , fish <actinopterygii> , fishery , intramolecular force , natural product , organic chemistry , reformatsky reaction , ring (chemistry) , stereochemistry , total synthesis
SCImago Journal Rank5.831
Seeing content that should not be on Zendy? Contact us.