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Two convergent routes to the left-wing fragment of ciguatoxin CTX3C using O,S-acetals as key intermediates
Authors:Inoue Masayuki  Yamashita Shuji  Ishihara Yuuki  Hirama Masahiro
Affiliation:Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan. inoue@ykbsc.chem.tohoku.ac.jp
Abstract:
Ciguatoxins, principal causative toxins of ciguatera seafood poisoning, are large ladderlike polycyclic ethers. Here, we report two convergent routes to synthesis of the multiolefinic left half of ciguatoxins based on a newly developed acyl radical strategy. Remarkably, only 13 steps from the monocyclic E-ring were required to construct the left wing. [reaction: see text]
Keywords:
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