Reaction of Elemol with Acetic acid –Perchloric acid: Characterization of a novel oxide and (+)-β-cyperone

dc.contributor.author	Wahidullah, S.
dc.contributor.author	Govenkar, M.B.
dc.contributor.author	Paknikar, S.K.
dc.date.accessioned	2006-06-15T10:53:02Z
dc.date.available	2006-06-15T10:53:02Z
dc.date.issued	2006
dc.identifier.citation	Helvetica Chimica Acta, Vol. 89, 496-501
dc.identifier.uri	http://drs.nio.org/drs/handle/2264/121
dc.description.abstract	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.
dc.format.extent	226216 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en
dc.publisher	Springer-Verlag
dc.rights	2006 Verlag Helvetica Chimica Acta AG, Zurich
dc.subject	elemo
dc.subject	elemoxide
dc.subject	perchloric acid
dc.subject	(+)- β-cyperone
dc.title	Reaction of Elemol with Acetic acid –Perchloric acid: Characterization of a novel oxide and (+)-β-cyperone
dc.type	Journal Article