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Michael addition from malonate and enones has been studied for decades.Recently,Lietal[1] reported an amine thiourea catalyzed Michael addition of malonate with α,β-unsaturated carbonyls in mild conditions.The amine thiourea catalysts have already been used to catalyze addition of nitroalkanes with α,β-unsaturated ketones with high efficiency and enantioselectivity,followed by theoretical study on the reaction mechanism[2] [3].We are interested in the reaction mechanism of 2,4-pentanedione with acrylaldehyde catalyzed by chiral amine thiourea catalysts by using Density Functional Theoretical methods.Our results show that the H-bond interaction between the catalyst and substrates makes the reaction convenient to occur,while the formation of imine from amine group in catalyst and carbonyl group of reactant has high barrier,which is not a favorable pathway leading to C-C coupling process(Scheme1).