We have studied the dye-sensitized photooxygenation of trans, trans-l-methylcyclodeca-l, 6- diene (4), because it has two transanriularly interacting double bonds which are suitable for a cycloaddition reaction, and because the two double bonds; have different substitution patterns which are capable of revealing the regiospecificity of the “ene” reaction. The diene 4 was readily synthesized from 9-methyloctalin-1, 6-idione (3) according to literature ...