One compound that contributes to the “seashore smell” at beaches in Hawaii is dictyopterene D′, a component of a brown edible seaweed called limu lipoa. Hydrogenation of dictyopterene D′ with excess H2 in the presence of a Pd catalyst forms butylcycloheptane. Ozonolysis with O3 followed by (CH3)2S forms CH2(CHO)2, OHCCH2CH(CHO)2, and CH3CH2CHO. What are possible structures of dictyopterene D′?
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