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Monofunctional primary amine: A new class of organocatalyst for asymmetric Aldol reaction

AbstractA new class of organocatalysts involving a primary amine as the only functional group is developed for catalytic asymmetric aldol reaction of cyclohexanone/cyclopentanone with various aryl aldehydes in the presence… Click to show full abstract

AbstractA new class of organocatalysts involving a primary amine as the only functional group is developed for catalytic asymmetric aldol reaction of cyclohexanone/cyclopentanone with various aryl aldehydes in the presence of benzoic acid as an additive at −10∘C. In an unexpected observation, the primary amine catalyzed reactions gave excellent yield and good to excellent stereoselectivity, while secondary amines were found to have little or no reactivity under similar reaction conditions. Graphical AbstractA new class of aminocatalysts with a primary amine as the only catalytically active functional group was developed for catalytic asymmetric aldol reaction of cyclohexanone/cyclopentanone with various aryl aldehydes in the presence of benzoic acid as an additive at -10oC under neat conditions.

Keywords: new class; aldol reaction; reaction; primary amine; asymmetric aldol

Journal Title: Journal of Chemical Sciences
Year Published: 2017

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