Abstract
Oxidation of beta-asarone (2) with DDQ gave trans-2,4,5-trimethoxycinnamaldehyde (3), which on treatment with p-toluenesulfonyl hydrazine provided corresponding alpha,beta-unsaturated hydrazone derivative (4). Reduction of 4 with sodium borohydride in acetic acid afforded gamma-asarone (1) in 43% yield.
MeSH terms
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Acorus / chemistry*
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Acrolein / analogs & derivatives
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Acrolein / chemistry*
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Allylbenzene Derivatives
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Anisoles / chemistry*
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Catalysis
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Chemistry, Organic / methods
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Chromatography, Thin Layer
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Hydrazones / chemistry*
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India
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Nuclear Magnetic Resonance, Biomolecular
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Oxidation-Reduction
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Plants, Medicinal / chemistry*
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Rhizome / chemistry
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Stereoisomerism
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Toxins, Biological / chemistry
Substances
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2,4,5-trimethoxycinnamaldehyde
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2,4,5-trimethoxycinnamyltosylhydrazone
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Allylbenzene Derivatives
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Anisoles
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Hydrazones
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Toxins, Biological
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asarone
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Acrolein