Direct allylation of aldimines catalyzed by C₂-symmetric N,N′-dioxide-Sc^III complexes: Highly enantioselective synthesis of homoallylic amines

A study was conducted for catalytic asymmetric direct allylation of aldimines accelerated by C₂-symmetric N,N'-dioxide-Sc^III complexes under mild conditions. The study observed that chiral N,N'-dioxidemetal complexes in catalytic asymmetric reactions showed good activation of allylstannane reagent and 2-aminophenol-derived aldimines. It was also observed that the modular and tuneable N,N'-dioxide ligands can be synthesized from readily accessible chiral amino acids and amines, that lead to the catalyst structure optimization. The chiral backbone and steric effects of the amide portion of ligands made a significant impact on the enantioselectivity for this reaction. It was also observed during study that homoallylic amines obtained with high enantioselectivities and good yields under mild conditions.