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Synthesis 1993; 1993(11): 1113-1120
DOI: 10.1055/s-1993-26012
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Zur anodischen Dehydrodimerisierung von Triacylmethanen: Synthese und Reaktionen substituierter 4,7,8-Trioxabicyclo[3.2.1]octene-(2)

Hans Günter Thomas* , Ulrich Wellen, Josef Simons, Gerhard Raabe
  • *Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule Aachen, Professor-Pirlet-Str.1, D-52056 Aachen, Germany
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Publication Date:
29 April 2002 (online)

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On the Anodic Dehydrodimerization of Triacylmethanes: Synthesis and Reactions of Substituted 4,7,8-Trioxabicyclo[3.2.1]octenes ß-Tricarbonylic compounds 1 can be oxidized anodically in acetonitrile containing some triethylamine. Dependent on the substitution pattern of the starting material one obtains C,C- or C,O- coupling products. These represent the new ring system of trioxabicyclo[3.2.1]octenes 3, which react with electrophiles and nucleophiles yielding tricyclic systems, whereas under hydrolytic conditions furans 14 may result.