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Reaction of Elemol with Acetic acid –Perchloric acid: Characterization of a novel oxide and (+)-β-cyperone
DRS at CSIR-National Institute of Oceanography
View Archive Info| Field | Value | |
| Title |
Reaction of Elemol with Acetic acid –Perchloric acid: Characterization of a novel oxide and (+)-β-cyperone
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| Creator |
Wahidullah, S.
Govenkar, M.B. Paknikar, S.K. |
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| Subject |
elemo
elemoxide perchloric acid (+)- β-cyperone |
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| Description |
The minor unidentified compounds of acetic acid- perchloric acid dehydration of elemol (1) have been fully characterized. The structure and relative stereochemistry as shown in (2) of the less polar fragrant compound named as elemoxide was deduced by 1D and 2D NMR data including carbon-carbon connectivity, NOE and NOESY experiments. The absolute stereochemistry was established as 3S,3aR,7aR-6-isopropyl-1,1,3,3a-tetramethyl 1,3,3a,4,7,7a hexahydro isobenzofuran (2) on the basis of its preparation from elemol 1.(+)-b-cyperone (3), a known sesquiterpene, has also been identified as a minor product of the reaction. Plausible mechanistic explanation for the formation of elemoxide (2) and (+)-b-cyperone (3) presented.
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| Date |
2006-06-15T10:53:02Z
2006-06-15T10:53:02Z 2006 |
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| Type |
Journal Article
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| Identifier |
Helvetica Chimica Acta, Vol. 89, 496-501
http://drs.nio.org/drs/handle/2264/121 |
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| Language |
en
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| Rights |
2006 Verlag Helvetica Chimica Acta AG, Zurich
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| Format |
226216 bytes
application/pdf |
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| Publisher |
Springer-Verlag
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