Sesquiterpenes from Juniperus thurifera L. stereochemistry in unusual cedrane and duprezianane series

被引:29
作者
Barrero, AF [1 ]
del Moral, JQ [1 ]
Lara, A [1 ]
机构
[1] Univ Granada, Fac Ciencias, Inst Biotechnol, Dept Quim Organ, E-18071 Granada, Spain
关键词
natural products; terpenoids; stereochemistry;
D O I
10.1016/S0040-4020(00)00292-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:3717 / 3723
页数:7
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