Synthesis of all 7αH-guaia-4,11-dien-3-one diastereomers from (+)-dihydrocarvone |
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Authors: | Gonzalo Blay |
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Affiliation: | Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, E-46100 Burjassot, València, Spain |
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Abstract: | All four 7αH-guaia-4,11-dien-3-one diastereomers have been synthesized from the common intermediate 1αH,10α-acetoxy-7αH-guaia-4,11-dien-3-one obtained from (+)-dihydrocarvone. The spectral features of the four diasteromers have been correlated and the structure and absolute configuration of 1βH,10βH,7αH-guaia-4,11-dien-3-one isolated from Pleocarphus revolutus has been confirmed. |
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Keywords: | Terpene synthesis Guaiadienones (+)-Dihydrocarvone (&minus )-1,2-Dehydrocyperone Deoxygenation Li-amine reduction |
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