American Chemical Society
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Chiral Shift Reagent for Amino Acids Based on Resonance-Assisted Hydrogen Bonding

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journal contribution
posted on 2004-07-22, 00:00 authored by Jik Chin, Dong Chan Kim, Hae-Jo Kim, Francis B. Panosyan, Kwan Mook Kim
A chiral aldehyde that forms resonance-assisted hydrogen bonded imines with amino acids has been developed. This hydrogen bond not only increases the equilibrium constant for imine formation but also provides a highly downfield-shifted NMR singlet for evaluating enantiomeric excess and absolute stereochemistry of amino acids.