Sesquiterpenes from Juniperus thurifera L. Stereochemistry in Unusual Cedrane and Duprezianane Series

✍ Scribed by Alejandro F. Barrero; José Quı́lez del Moral; Armando Lara

• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 135 KB
• Volume: 56
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(00)00292-1

✦ Synopsis

AbstractÐThe analysis of the essential oil from the wood of Juniperus thurifera has provided the isolation of seven new natural products, including the ®rst 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.