Abstract
[structure: see text] The first total synthesis of gambierol, a marine polycyclic ether toxin, has been achieved. The synthesis features the Pd(PPh3)4/CuCl/LiCl-promoted Stille coupling for the stereoselective construction of the sensitive triene side chain that includes a conjugated (Z,Z)-diene moiety.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Ciguatoxins*
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Dinoflagellida / chemistry
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Ethers, Cyclic / chemical synthesis*
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Marine Toxins / chemistry
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Palladium / chemistry
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Polycyclic Compounds / chemical synthesis*
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Polyenes / chemistry
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Stereoisomerism
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Vinyl Compounds / chemistry
Substances
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Ethers, Cyclic
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Marine Toxins
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Polycyclic Compounds
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Polyenes
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Vinyl Compounds
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gambierol
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Ciguatoxins
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Palladium
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vinyl bromide