Abstract
This work reports the effectiveness of short polar peptides as asymmetric catalysts in Michael reactions to attain good yields of enantio- and diastereoselective isomers. In a comparison, glutamic acid and histidine produced greater ee and yields when they were applied as the second amino acid in short trimeric peptides. These short polar peptides were found to be efficient organocatalysts for the asymmetric Michael addition reaction in water.
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GRAPHICAL ABSTRACT
Notes
a Isolated yield of mixture of syn/anti based on nitrostyrene.
b Diastereomeric ratio, determined by 1H NMR.
c Enantiomeric excess, determined by chiral-phase HPLC analysis.