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Zur Kenntnis der sesquiterpenoiden C<sub>12</sub>‐Ketone des ätherischen Öls von <i>Vetiveria zizanioides</i> (L.) Nash
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Citations
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References
1972
Year
Absolute ConfigurationBiochemistryNatural SciencesDiversity-oriented SynthesisPhytochemistrySecondary MetaboliteOrganic ChemistryPhytopharmacologyPhytochemicalAbstract TwoChemistryVetiveria ZizanioidesNew C 12PharmacologySynthetic ChemistryEnantioselective SynthesisNatural Product Synthesis
Abstract Two new C 12 ‐ketones, (+)‐(1 S , 10 R )‐1,10‐dimethylbicyclo[4.4.0]dec‐6‐en‐3‐one ( 5 ) and (+)‐(6 S , 10 S )‐6,10‐dimethylbicyclo[4.4.0]dec‐1‐en‐3‐one ( 6 ), have been isolated from Reunion vetiver oil ( Vetiveria zizanioides (L.) Nash). Structure and absolute configuration of 5 were established by a four‐step synthesis from (+)‐isonootkatone ((+)‐α‐vetivone) ( 1 ). The structure of 6 followed from its spectroscopic properties and was confirmed by direct comparison with an authentic racemic sample. The absolute configuration of 6 was established by chemical correlation with (+)‐α‐eudesmol ( 13 ).
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