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

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Authors: Kadri Kriis, Harry Martõnov, Annette Miller, Mia Peterson, Ivar Järving, Tõnis Kanger
Cited by: 0
References: 30

Abstract

Various multifunctional enantiomerically pure organocatalysts were synthesized and screened in asymmetric Mannich reaction. Aromatic imines gave Mannich adducts with malonates in the presence of amino acid derived catalyst in very high enantiomeric purities (ee up to 98%). It is proposed that the 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.

Fields of Study & Subjects

Asymmetric Synthesis and Catalysis Asymmetric Hydrogenation and Catalysis Axial and Atropisomeric Chirality Synthesis

Publication details

Journal / source
Beilstein Journal of Organic Chemistry
Volume
22
Pages
151–157
Publication date
16 January 2026
Language
EN