Abstract

AbstractIn this manuscript, a novel approach to 3,4‐dihydrocoumarins is presented. It utilizes the aminocatalytic, trienamine‐mediated cycloaddition reaction between 2,4‐dienals and ethyl coumarincarboxylates. The reaction is promoted by a bifunctional aminocatalyst bearing a hydrogen‐bonding squaramide structural unit. As a consequence, the stereochemical outcome is governed through the double hydrogen‐bonding interactions between the hydrogen‐bonding moiety of the catalyst and the dienophile. The transformation of the obtained cycloadducts into 3,4‐dihydrocoumarins bearing a bislactone structural motif is presented.

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