Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
63407 | Journal of Catalysis | 2006 | 4 Pages |
Abstract
L-proline adsorbed on γ-Al2O3 unexpectedly switches the enantioselectivity of the direct asymmetric aldol reaction of acetone with p-nitrobenzaldehyde from 68% ee (R configuration for free L-proline catalyst) with 80% yield to 21% ee (S configuration) with 78% yield. The inversion of enantioselectivity was also observed in the direct asymmetric aldol reactions of acetone with several other aromatic aldehydes catalyzed by the L-proline adsorbed on γ-Al2O3. This inversion phenomenon is found to be general for different types of amino acids adsorbed on γ-Al2O3. The hydroxyl groups on γ-Al2O3 are found to be involved in the inversion induction of enantioselectivity in these direct asymmetric aldol reactions.
Related Topics
Physical Sciences and Engineering
Chemical Engineering
Catalysis
Authors
Lin Zhong, Jianliang Xiao, Can Li,