THE CHEMISTRY OF LAURENENE .14. NEW REARRANGEMENTS OF A RING-A SECO ESTER

被引:3
作者
CLARKE, DB [1 ]
GUILD, JR [1 ]
WEAVERS, RT [1 ]
机构
[1] UNIV OTAGO,DEPT CHEM,POB 56,DUNEDIN,NEW ZEALAND
关键词
D O I
10.1071/CH9921639
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Adsorption on neutral alumina of a keto ester derived from the diterpene lauren-1-ene has been shown to yield a new keto ester with an unusual bridged tricyclic ring system. With trifluoroacetic acid, both keto esters yield a further new compound which contains a benzene ring. The transformations involved may be rationalized in terms of carbocationic rearrangements. An alcohol derived from the compound with the bridged tricyclic ring system has been converted into a cyclopentacyclononene derivative by beta-cleavage of the alkoxy radical.
引用
收藏
页码:1639 / 1650
页数:12
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