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.
| Language: | English |
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| Keywords: | fatty acids, amino acids, keto esters, pyrrolones, nitroalkene acceptors, Michael addition, asymmetric organocatalysis, enantioselectivity, diastereoselectivity, tetronic acid |
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| Work type: | Article |
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| Typology: | 1.01 - Original Scientific Article |
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| Organization: | FKKT - Faculty of Chemistry and Chemical Technology
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| Publication status: | Published |
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| Publication version: | Version of Record |
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| Year: | 2026 |
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| Number of pages: | 29 str. |
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| Numbering: | Vol. 31, iss. 2, art. 204 |
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| PID: | 20.500.12556/RUL-178465  |
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| UDC: | 547.466 |
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| ISSN on article: | 1420-3049 |
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| DOI: | 10.3390/molecules31020204 |
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| COBISS.SI-ID: | 263788803 |
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| Publication date in RUL: | 28.01.2026 |
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| Views: | 395 |
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| Downloads: | 191 |
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