Chemical synthesis of the GHIJKLMNO ring system of maitotoxin

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作者：
Nicolaou, K.C.
Frederick, Michael O.
Burtoloso, Antonio C. B.
Denton, Ross M.
Rivas, Fatima
Cole, Kevin P.
Aversa, Robert J.
Gibe, Romelo
Umezawa, Taiki
Suzuki, Takahiro
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Journal of the American Chemical Society | 2008年 / 130卷 / 23期
关键词：
As the largest secondary metabolite to be discovered as of yet; the polyether marine neurotoxin maitotoxin constitutes a major structural and synthetic challenge. After its originally proposed structure (1) had been questioned on the basis of biosynthetic considerations; we provided computational and experimental support for structure 1. In an effort to provide stronger experimental evidence: of the molecular architecture of maitotoxin; its GHIJKLMNO ring system 3 was synthesized. The 13C NMR chemical shifts of synthetic 3 matched closely those corresponding to the same domain of the natural product providing strong evidence for the correctness of the originally proposed structure of maitotoxin (1). © 2008 American Chemical Society;
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页码：7466 / 7476
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