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Asymmetric Mannich reaction of aromatic imines with malonates in the presence of multifunctional catalysts.


ABSTRACT: Various multifunctional enantiomerically pure organocatalysts were synthesized and screened in asymmetric Mannich reaction. The reaction of aromatic imines with malonates in the presence of amino acid-derived catalysts gave Mannich adducts in very high enantiomeric purities (up to 98% ee). It is proposed that a network of hydrogen and halogen bonds with Lewis bases, together with the steric effect of the tert-butyl group of the catalyst, is responsible for the high stereoselectivity of the reaction.

SUBMITTER: Kriis K 

PROVIDER: S-EPMC12816990 | biostudies-literature | 2026

REPOSITORIES: biostudies-literature