On the Thermal Reversibility of the Photochemical Di-π-methane Rearrangement of Bicyclo[2,2,2]octadienones. Confirmation of Regiospecificity and Stereochemistry by X-Ray Structure Analyses

Abstract

Thermolysis of the tricyclic photo-isomer obtained by di- π-methane rearrangement of a t-butyl-substituted bicyclo[2,2,2]octadienone regenerates a new bicyclo[2,2,2]octadienone in which the oxo- substituted C₂-bridge has undergone a 1,3-migration. The structures of the three isomers involved were established by X-ray analyses.