Abstract
Progress toward a highly convergent, asymmetric synthesis of brevenal is reported. Construction of the AB-ring and E-ring cyclic ether fragments was achieved through asymmetric alkylation/ring-closing metathesis strategies. A Horner-Wadsworth-Emmons olefination was used in a key bond-forming step to couple the advanced cyclic fragments and enable rapid access to the AB-E ring system.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Alkylation
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Catalysis
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Dinoflagellida / chemistry
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Ethers / chemical synthesis*
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Ethers / chemistry
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Ethers / pharmacology
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Marine Toxins / isolation & purification
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Marine Toxins / toxicity
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Molecular Structure
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Polymers / chemical synthesis*
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Polymers / chemistry
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Polymers / pharmacology
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Stereoisomerism
Substances
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Ethers
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Marine Toxins
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Polymers
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brevenal (polyether)