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An efficient organocatalytic cascade reaction for the synthesis of the bicyclo[3.3.1]nonan‐9‐one skeleton is reported. The cascade reaction proceeds smoothly between prochiral 4‐substituted cyclohexanones and (E)‐2‐(3‐arylallylidene)‐indene‐1,3‐diones involving a 1,6‐/γ‐protonation/1,4‐addition sequence to construct bicyclic products that contain five stereogenic centers in good to high chemical yields...
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