Reaction of Elemol with Acetic acid –Perchloric acid: Characterization of a novel oxide and (+)-β-cyperone
IR@NIO: CSIR-National Institute Of Oceanography, Goa
View Archive Info| Field | Value | |
| Creator |
Wahidullah, S.
Govenkar, M.B. Paknikar, S.K. |
|
| Date |
2006-06-15T10:53:02Z
2006-06-15T10:53:02Z 2006 |
|
| Identifier |
Helvetica Chimica Acta, Vol. 89, 496-501
http://drs.nio.org/drs/handle/2264/121 |
|
| 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.
|
|
| Format |
226216 bytes
application/pdf |
|
| Language |
en
|
|
| Publisher |
Springer-Verlag
|
|
| Rights |
2006 Verlag Helvetica Chimica Acta AG, Zurich
|
|
| Subject |
elemo
elemoxide perchloric acid (+)- β-cyperone |
|
| Title |
Reaction of Elemol with Acetic acid –Perchloric acid: Characterization of a novel oxide and (+)-β-cyperone
|
|
| Type |
Article
|
|