Abstract
[structure: see text] The tetraacetylenic compound, (S)-minquartynoic acid (1), is synthesized in seven linear steps and 17% overall yield from commercially available azelaic acid monomethyl ester. The key step is a one-pot three-component Cadiot-Chodkiewicz reaction to construct the tetrayne unit without using either a diyne or a triyne intermediate.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Alkynes / chemical synthesis*
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Alkynes / chemistry
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Anthelmintics / chemical synthesis
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Anti-HIV Agents / chemical synthesis*
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Antineoplastic Agents / chemical synthesis*
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Dicarboxylic Acids / chemistry
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Fatty Acids, Unsaturated / chemical synthesis*
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Humans
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Plants, Medicinal / chemistry
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Polyynes
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Stereoisomerism
Substances
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Alkynes
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Anthelmintics
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Anti-HIV Agents
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Antineoplastic Agents
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Dicarboxylic Acids
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Fatty Acids, Unsaturated
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minquartynoic acid
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Polyynes
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azelaic acid