Chiral Shift Reagent for Amino Acids Based on Resonance-Assisted Hydrogen Bonding
Organic Letters2004Vol. 6(15), pp. 2591–2593
Citations Over TimeTop 10% of 2004 papers
Abstract
[structure: see text] 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.
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