Catalysis Letters, Vol.82, No.3-4, 237-242, 2002
MCM-41 heterogenized chiral amines as base catalysts for enantio selective Michael reaction
Cinchonidine and cinchonine have been grafted onto pure silica MCM-41. It has been shown that both supported alkaloids are active catalysts for the Michael addition of ethyl 2-oxocyclopentanecarboxylate and methyl vinyl ketone, anchored cinchonidine being more active and enantioselective than anchored cinchonine. The study of the influence of the polarity of the solvent and reaction temperature on the optical induction shows that there is not a direct correlation between solvent polarity and enantioselectivity, and the maximum optical yield was obtained between 278 and 273 K.
Keywords:enantioselective Michael reaction;MCM-41 heterogenized cinchonine;heterogenized cinchonidine;solid chiral base catalyst;enantioselective catalysts