The Diels-Alder reactions of 4-acetoxy-2-cyclopenten-1-one and 2-bromo
-4-acetoxy-2-cyclopenten-1-one with vinylarenes are discussed. The aro
matization of the reaction product opens a new two- step route for the
synthesis of cyclopentaphenanthrenones. Structure analysis of reactio
n products by H-1 and C-13-NMR spectroscopy is reported.