Best design of heterogenized beta-aminoalcohols for improvement of enantioselective addition of diethylzinc to benzaldehyde

Sébastien Abramson (1, 2) , M. Lasperas (1) , A. Galarneau (1) , D. Desplantier-Giscard (1) , D. Brunel (1)

1 LMCCCO - Laboratoire de Matériaux Catalytiques et Catalyse en Chimie Organique
2 LI2C - Liquides Ioniques et Interfaces Chargées

Covalent immobilization of (1R,2S)-(-)-ephedrine, used as a model molecule of beta-aminoalcohols, on the surface of MCM-41-type mesoporous aluminosilicates, performed by a new sol-gel method, leads to chiral auxiliaries which show greatly enhanced rates and ee's compared to those reported up to now in the enantioselective addition of diethylzinc to benzaldehyde.

Mots clés: INORGANIC-ORGANIC CATALYSTS; CHIRAL CATALYSTS; ALDEHYDES; DIALKYLZINCS; ALKYLATION; EPHEDRINE; SILICAS; ALUMINA

Domaines: Catalyse

Sébastien Abramson, M. Lasperas, A. Galarneau, D. Desplantier-Giscard, D. Brunel. Best design of heterogenized beta-aminoalcohols for improvement of enantioselective addition of diethylzinc to benzaldehyde. Chemical Communications, 2000, 18, pp.1773. ⟨hal-00169474⟩