SYNTHESIS OF TRANS,TRANS-ALPHA-FARNESENE

被引:42
作者
BRIEGER, G
NESTRICK, TJ
MCKENNA, C
机构
[1] Department of Chemistry, Oakland University, Rochester, Michigan
关键词
D O I
10.1021/jo01264a011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereospecific preparation of tran,trans-α-farnesene by rhodium chloride catalyzed isomerization of trans-β-farnesene is reported. In addition, conjugated isomers, probably allofamesenes, are formed. The KHSO4- catalyzed dehydration of nerolidol has been investigated, yielding products identified as α- and β-farnesene, β-bisabolene, and δ-bisabolene. The base-catalyzed dehydration of farnesol has been reinvestigated. Only β-farnesene is formed, along with a mixture of C44 hydrocarbons identified as 2,6,10-trimethylundeca-2,4,9-triene and 2,6,10-trimethylundeca-1,5,9-triene. © 1969, American Chemical Society. All rights reserved.
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页码:3789 / &
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