Abstract
[reaction: see text] The first enantioselective total synthesis of valeriananoids A-C (-)-1-3 is reported starting from the readily available monoterpene (R)-carvone, employing a tandem intermolecular Michael addition-intramolecular Michael addition-alkylation sequence and an electron-transfer-mediated 6-endo-trig cyclization as key steps.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkylation
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Catalysis
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Cyclization
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Cyclohexane Monoterpenes
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Indicators and Reagents
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Molecular Structure
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Monoterpenes
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Sesquiterpenes / chemical synthesis*
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Sesquiterpenes / chemistry
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Sesquiterpenes / isolation & purification
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Stereoisomerism
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Terpenes / chemistry*
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Valerian / chemistry
Substances
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Cyclohexane Monoterpenes
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Indicators and Reagents
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Monoterpenes
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Sesquiterpenes
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Terpenes
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valeriananoid A
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valeriananoid B
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valeriananoid C
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carvone