Hg. Thomas et al., ON THE ANODIC DEHYDRODIMERIZATION OF TRIA CYLMETHANES - SYNTHESIS ANDREACTIONS OF SUBSTITUTED 4,7,8-TRIOXABICYCLO[3.2.1]OCTENES, Synthesis, (11), 1993, pp. 1113-1120
Beta-Tricarbonylic compounds 1 can be oxidized anodically in acetonitr
ile containing some triethylamine. Dependent on the substitution patte
rn 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 s
ystems, whereas under hydrolytic conditions furans 14 may result.