Catalysis Letters, Vol.144, No.2, 222-228, 2014
Asymmetric Michael Reaction Catalyzed by Mimicked Peptides
Peptides mimicked from active site of promiscuous aldo-ketoreductase were synthesized and tested as asymmetry catalysts in the Michael adduct reaction of aldehydes or ketones with nitroolefins to furnish the corresponding gamma-nitroaldehydes, gamma-nitroketones with up to 93 % yield, 99:1 dr and 71 % ee at room temperature and on eco-friendly solvents. Aspartic acid residue as second amino acid produced greater enantioselectivity.