Abstract |
Ciguatoxins, the principal causative toxins of ciguatera seafood poisoning, are large ladder-like polycyclic ethers. We report a highly stereoselective 6-exo radical cyclization/ring-closing olefin metathesis sequence to construct the syn/trans-fused polyether system. The new method was applied to the practical synthesis of ciguatoxin CTX3C.
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Authors | Shuji Yamashita, Yuuki Ishihara, Hiroyuki Morita, Junichi Uchiyama, Katsutoshi Takeuchi, Masayuki Inoue, Masahiro Hirama |
Journal | Journal of natural products
(J Nat Prod)
Vol. 74
Issue 3
Pg. 357-64
(Mar 25 2011)
ISSN: 1520-6025 [Electronic] United States |
PMID | 21250701
(Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
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Chemical References |
- Sulfoxides
- Vinyl Compounds
- ciguatoxin 3C
- Ciguatoxins
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Topics |
- Ciguatera Poisoning
(etiology)
- Ciguatoxins
(chemical synthesis, chemistry, pharmacology)
- Cyclization
- Models, Molecular
- Molecular Structure
- Seafood
(poisoning)
- Stereoisomerism
- Structure-Activity Relationship
- Sulfoxides
(chemistry)
- Vinyl Compounds
(chemistry)
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