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Organocatalytic enantioselective one-pot synthesis of β-aminoketones via Mannich reaction

Journal: Asian Journal of Green Chemistry (Vol.4, No. 3)

Publication Date:

Authors : ; ; ; ; ;

Page : 249-255

Keywords : Mannich reaction; Organocatalyst; β-amino carbonyl compounds Enantioselectivity; Multicomponent reaction;

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Abstract

An effective protocol for the asymmetric synthesis of β-amino carbonyl compounds using pyrrolidine based organocatalyst has been developed via one-pot three-component Mannich reaction. The organocatalyst (S)-N-(2,4-dinitrophenyl) pyrrolidine-2-carboxamide 3b confirmed to be the superior organocatalyst in solvent acetonitrile to obtain corresponding products in up to 89% yield and with excellent ee (90%). This organocatalytic reaction reveals productive result with a range of other aldehydes. Aromatic aldehydes having electron withdrawing substituent show the best results. Excellent yields, high enantioselectivity, mild reaction condition, and simple experimental work-up procedure are some of the advantages of this method.

Last modified: 2020-05-29 12:43:17