Chiral Shift Reagent for Amino Acids Based on Resonance-Assisted Hydrogen Bonding
- 26 June 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 6 (15) , 2591-2593
- https://doi.org/10.1021/ol049084x
Abstract
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.Keywords
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