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The stereoselective synthesis of the fragrance trans-magnolione (1) through conjugate Michael addition of alkyl acetoacetates to 2-pentyl-2-cyclopentenone (2) under solid/liquid phase transfer catalysis (PTC) is reported. Under optimized conditions, the 1,4-addition of tert-butyl acetoacetate to enone 2 catalyzed by N-9-anthracenylmethylquininium chloride (4) affords, after hydrolysis and decarboxylation,...
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