Journal
TETRAHEDRON
Volume 56, Issue 23, Pages 3717-3723Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(00)00292-1
Keywords
natural products; terpenoids; stereochemistry
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The analysis of the essential oil from the wood of Juniperus thurifera has provided the isolation of seven new natural products, including the first described examples of 2-epi-cedranes and 2-epi-duprezianane. The co-occurrence in the oil of the three cedrane-type arrangements (cedrane, 1,7-diepi-cedrane and 2-epi-cedrane) has permitted, after a thorough 2D NMR analysis the unequivocal spectroscopical assignment of each of the three cedrane skeletons, and subsequently the development of an unambiguous method for establishing their stereochemistries. A useful pattern for distinguishing between the two duprezianane stereochemistries is also given. (C) 2000 Elsevier Science Ltd. All rights reserved.
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