Journal of the American Chemical Society, Vol.135, No.7, 2653-2658, 2013
Enantioselective Liquid-Liquid Extractions of Underivatized General Amino Acids with a Chiral Ketone Extractant
The chiral ketone (S)-3 shows high kinetic enantioselectivities toward the L form for general underivatized amino acids with hydrophobic side chains and a high thermodynamic enantioselectivity toward the D form for cysteine with its -SH polar side chain when used as an extractant in enantioselective liquid-liquid extractions in the presence of Aliquat 336. Consecutive extractions by imine formation and hydrolysis increase the enantiopurity of the amino acid, as both of these reactions are L-form-selective.