The organocatalytic highly enantioselective Knoevenagel condensation: applications in the synthesis of various chiral amide derivatives

Abstract

In this work, efficient organocatalysts were designed, synthesized and successfully applied to the Knoevenagel condensation. In this reaction, different α-branched aldehydes were treated with various malonate compounds to give the desired products up to 97% yield and excellent e.r up to 99.68:0.32 under the mild reaction conditions. Moreover, the Knoevenagel product was converted into different chiral amide derivatives in higher enantioselectivity. We have designed and synthesized efficient chiral organocatalysts and successfully applied to the Knoevenagel condensation reaction. In this reaction, the different α-branched aldehydes were treated with various malonate derivatives to give enantiomerically enriched Knoevenagel products with higher chemical yield (up to 97%) and excellent e.r up to 99.68 0.32 via dynamic kinetic resolution. Further the Knoevenagel adduct was converted into enantiomerically enriched valuable γ-alkyl-substituted amides without loss in enantiomeric ratio.