The photoisomerization of the Diels-Alder adduct formed between tetramethylpurpurogallin and maleic anhydride is described. The process is highly stereoselective, involves the b,c-unsaturated ketone chromophore present in the adduct, proceeds through the formation of allyl and aroyl radical intermediates, and leads to a novel substituted dihydrofluorenone in good yields.
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