Abstract
The five-component tandem reaction of ethyl acetoacetate with aromatic aldehydes in the presence of pyrrolidine affords t(3), t(5)-diaryl- t(4)-[( E)-3-aryl-2-propenonyl]- r(2)-ethoxycarbonylcyclohexanones stereoselectively in good yields presumably via a tandem Knoevenagel condensation–Michael addition–condensation via enamine-deethoxycarbonylation–Michael addition sequence. The same reactants in the presence of DBU led to the formation of t(3)-aryl- r(2), c(4)-bisethoxycarbonyl- c(5)-hydroxy- t(5)-methylcyclohexanones in excellent yields via a tandem Knoevenagel condensation–Michael addition–aldol reaction sequence.
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