Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Stereospecific Synthesis of Tricyclo[5.3.1.01,5]undec-9-ene-8,11-diones by Means of Electrochemical Methodology and Their Base-Catalyzed Fragmentation Reaction
Shojiro MakiKunihiro ToyodaSeiji KosemuraShosuke Yamamura
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1993 Volume 22 Issue 6 Pages 1059-1062

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Abstract

Several tricyclo[5.3.1.01,5]undec-9-ene-8,11-diones have been synthesized in stereospecific manner, by using electrochemical oxidation of the corresponding phenols with trans or cis para-halo substituted styryl group. Two of the products were subjected to base-catalyzed fragmentation reaction to afford two different types of bicyclic compounds selectively, one of which has been readily converted into a triquinane-type compound.

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© 1993 The Chemical Society of Japan
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