Organocatalytic Enantioselective Aza-Michael Addition of N-Methoxyamides to α,β-Unsaturated Aldehydes.

Chanhyun Jung; Hyeju Jo; Jae Sang Han; Kwanghee Lee; Young Hee Lee; Jaeuk Sim; Subramaniyan Prasanna Kumari; Bang Yeon Hwang; Jae‐Kyung Jung

doi:10.1021/acs.joc.5c02971

April 30, 2026

Organocatalytic Enantioselective Aza-Michael Addition of N-Methoxyamides to α,β-Unsaturated Aldehydes.

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Key Points

To explore the enantioselective aza-Michael addition of N-methoxyamides to α,β-unsaturated aldehydes using organocatalysis.
Utilized organocatalysts for the aza-Michael addition reaction.
Generated amino carbonyl compounds with up to 97% enantiomeric excess (ee) and high yields.
Transformed resulting adducts into 1,3-amino alcohols and 2-piperidones.
Achieved up to 97% ee in the synthesis of aza-Michael adducts.
Yielded good to excellent amounts of valuable pharmacophores.
Produced compounds that can be utilized in medicinal chemistry.

Abstract

-amino carbonyl compounds with up to 97% ee in good to excellent yields. The resulting aza-Michael adducts can be readily transformed into 1,3-amino alcohols and 3,6-disubstituted 2-piperidones, which are valuable pharmacophores in medicinal chemistry.

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Cite This Study

Jung et al. (2026) studied this question.

synapsesocial.com/papers/69f5949771405d493afff67d https://doi.org/10.1021/acs.joc.5c02971

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Organocatalytic Enantioselective Aza-Michael Addition of N-Methoxyamides to α,β-Unsaturated Aldehydes.

Key Points

Abstract

Discussion

Cite This Study

Organocatalytic Enantioselective Aza-Michael Addition of N-Methoxyamides to α,β-Unsaturated Aldehydes.

Key Points

Abstract

Discussion

Cite This Study

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