Novel chiral solvating agents derived from natural amino acid: enantiodiscrimination for chiral α-arylalkylamines

Benzo[de]isoquinoline 1,3-dione amino acids 1 and 2 derived from natural amino acids are efficient chiral solvating agents toward chiral α-arylalkylamine leading to clear baseline separation of multiple proton signals of the enantiomers. The mechanism for the chiral recognition of 1 and 2 toward 3 has been explored by 1H NMR titration and intermolecular NOE experiment.