Fatty Acid and Amino Acid Derivatives in Organocatalyzed Michael Additions

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Authors: Aljaž Flis, Helena Brodnik, Nejc Petek, Franc Požgan, Jurij Svete, Bogdan Štefane, Luka Ciber, Uroš Grošelj
Cited by: 0
References: 76

Abstract

Amino acid derivatives, such as β-keto esters and pyrrolones, were used as nucleophiles in organocatalyzed Michael additions to nitroalkene acceptors, while fatty acid derivatives acted as both nucleophiles (β-keto esters) and electrophiles (nitroalkene acceptors). Bifunctional noncovalent organocatalysts were employed as asymmetric organocatalysts. Twenty compounds—including fatty acid and amino acid derivatives, as well as fatty acid–amino acid conjugates—were prepared with enantioselectivities of up to 98% ee. All novel products were fully characterized. This research demonstrates the ease of assembling readily available fatty acid and amino acid building blocks under ambient conditions.

Fields of Study & Subjects

Asymmetric Synthesis and Catalysis Organic and Inorganic Chemical Reactions Organic Chemistry Cycloaddition Reactions

Publication details

Journal / source
Molecules
Volume
31
Issue
2
Pages
204–204
Publication date
6 January 2026
Language
EN