Enantioselective Preparation of Chiral Succinimide Derivatives by Mechanochemical Catalytic Michael Addition
Mechanochemical activation of organic reactions is a simple and efficient way of preparing complex molecules by an environmentally benign method. Although, various asymmetric catalytic reactions were found to proceed smoothly by milling, enantioselective Michael additions of nucleophiles to maleimid...
Elmentve itt :
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| Dokumentumtípus: | Cikk |
| Megjelent: |
2025
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| Sorozat: | CHEMCATCHEM
17 No. 8 |
| Tárgyszavak: | |
| doi: | 10.1002/cctc.202402021 |
| mtmt: | 35789992 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/36544 |
| LEADER | 02235nab a2200253 i 4500 | ||
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| 008 | 250424s2025 hu o 000 eng d | ||
| 022 | |a 1867-3880 | ||
| 024 | 7 | |a 10.1002/cctc.202402021 |2 doi | |
| 024 | 7 | |a 35789992 |2 mtmt | |
| 040 | |a SZTE Publicatio Repozitórium |b hun | ||
| 041 | |a eng | ||
| 100 | 1 | |a Szőllősi György | |
| 245 | 1 | 0 | |a Enantioselective Preparation of Chiral Succinimide Derivatives by Mechanochemical Catalytic Michael Addition |h [elektronikus dokumentum] / |c Szőllősi György |
| 260 | |c 2025 | ||
| 300 | |a 10 | ||
| 490 | 0 | |a CHEMCATCHEM |v 17 No. 8 | |
| 520 | 3 | |a Mechanochemical activation of organic reactions is a simple and efficient way of preparing complex molecules by an environmentally benign method. Although, various asymmetric catalytic reactions were found to proceed smoothly by milling, enantioselective Michael additions of nucleophiles to maleimide derivatives, providing valuable chiral succinimides, have not yet been attempted. Here we report the mechanochemical addition of isobutyraldehyde to various N‐substituted maleimides using a recently developed recyclable heterogeneous chiral hybrid catalyst prepared by adsorption of l‐phenylalanine on the surface of layered cation‐exchanger inorganic oxides, such as laponite or bentonite. Good conversions and isolated yields were achieved after short millings under solvent free conditions accompanied by high enantioselectivities. The mechanochemical activation was also extended to the asymmetric addition of aldehydes to nitrostyrene catalysed by l‐proline adsorbed on laponite. The chiral catalyst was easily recovered and could be efficiently recycled, as long as small amount of amino acid is supplied upon reuse, which could complement the chirality source leached from the surface, as shown by characterization of the solids using thermal analysis, infrared spectroscopy, X‐ray diffractometry and scanning electron microscopy. | |
| 650 | 4 | |a Kémiai tudományok | |
| 700 | 0 | 1 | |a Kőszegi Kristóf András |e aut |
| 700 | 0 | 1 | |a Kukovecz Ákos |e aut |
| 700 | 0 | 1 | |a Szabados Márton |e aut |
| 856 | 4 | 0 | |u http://publicatio.bibl.u-szeged.hu/36544/1/ChemCatChem_e202402021_Szollosi_2025.pdf |z Dokumentum-elérés |