Enantioselective Preparation of Chiral Succinimide Derivatives by Mechanochemical Catalytic Michael Addition
  • Metaadatok
Tartalom: http://publicatio.bibl.u-szeged.hu/36544/
Archívum: SZTE Publicatio Repozitórium
Gyűjtemény: Állapot = Megjelent
Típus = Folyóiratcikk
Cím:
Enantioselective Preparation of Chiral Succinimide Derivatives by Mechanochemical Catalytic Michael Addition
Létrehozó:
Szőllősi György
Kőszegi Kristóf András
Kukovecz Ákos
Szabados Márton
Dátum:
2025
Téma:
01.04. Kémiai tudományok
Tartalmi leírás:
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.
Nyelv:
angol
Típus:
Folyóiratcikk
PeerReviewed
Formátum:
text
Azonosító:
Szőllősi György; Kőszegi Kristóf András; Kukovecz Ákos; Szabados Márton: Enantioselective Preparation of Chiral Succinimide Derivatives by Mechanochemical Catalytic Michael Addition. CHEMCATCHEM, 17 (8). ISSN 1867-3880 (2025)
doi:10.1002/cctc.202402021
Kapcsolat:
35789992
info:eu-repo/semantics/altIdentifier/doi/10.1002/cctc.202402021
Létrehozó:
info:eu-repo/semantics/openAccess