Chiral shift reagent for amino acids based on resonance-assisted hydrogen bonding

Jik Chin, Chan Kim Dong, Hae Jo Kim, Francis B. Panosyan, Mook Kim Kwan

Research output: Contribution to journalArticlepeer-review

72 Scopus citations

Abstract

(Matrix Presented) 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.

Original languageEnglish
Pages (from-to)2591-2593
Number of pages3
JournalOrganic Letters
Volume6
Issue number15
DOIs
StatePublished - 22 Jul 2004

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