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

被引:71
作者
Chin, J
Kim, DC
Kim, HJ
Panosyan, FB
Kim, KM
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 1A1, Canada
[2] Korea Inst Sci & Technol, Div Life Sci, Seoul 130650, South Korea
[3] Ewha Womans Univ, Dept Chem, Div Nano Sci, Seoul 120750, South Korea
关键词
D O I
10.1021/ol049084x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2591 / 2593
页数:3
相关论文
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