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Total Synthesis of ( ± )-α-Cubebene and ( ± )-β-Cubebene

 

作者: Edward Piers,   Ronald W. Britton,   William De Waal,  

 

期刊: Canadian Journal of Chemistry  (NRC Available online 1971)
卷期: Volume 49, issue 1  

页码: 12-19

 

ISSN:0008-4042

 

年代: 1971

 

DOI:10.1139/v71-003

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

An efficient total synthesis of the racemic forms of the novel tricyclic sesquiterpenes α-cubebene (1) and β-cubebene (2) is described. The key step of this synthesis involved the cupric sulfate catalyzed intramolecular cyclization of the olefinic diazoketone3, which produced, in high yield, ( ± )-β-cubebene norketone (24) and ( ± )-1,6-epi-β-cubebene norketone (25), in a ratio of approximately 3:5, respectively.

 

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