Simple protocols for NMR analysis of the enantiomeric purity of chiral diols

被引:80
作者
Kelly, Andrew M. [1 ]
Perez-Fuertes, Yolanda [1 ]
Fossey, John S. [1 ]
Yeste, Sonia Lozano [1 ]
Bull, Steven D. [1 ]
James, Tony D. [1 ]
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1038/nprot.2007.523
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A three-component chiral derivatization protocol for determining the enantiopurity of chiral diols by H-1 NMR spectroscopic analysis is described here. The present approach involves the derivatization of 1,2-1,3- and 1,4-diols with 2-formylphenylboronic acid and enantiopure alpha-methylbenzylamine. This method affords a mixture of diastereoisomeric iminoboronate esters whose ratio can be determined by integration of well-resolved diastereotopic resonances in their H-1 NMR spectra, thus enabling the determination of the enantiopurity of the parent diol. The protocol as described takes less than 90 min to complete.
引用
收藏
页码:215 / 219
页数:5
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