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


Reference:

Kelly, A. M., Perez-Fuertes, Y., Fossey, J. S., Yeste, S. L., Bull, S. D. and James, T. D., 2008. Simple protocols for NMR analysis of the enantiomeric purity of chiral diols. Nature Protocols, 3 (2), pp. 215-219.

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Official URL:

http://dx.doi.org/10.1038/nprot.2007.523

Abstract

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.

Details

Item Type Articles
CreatorsKelly, A. M., Perez-Fuertes, Y., Fossey, J. S., Yeste, S. L., Bull, S. D. and James, T. D.
DOI10.1038/nprot.2007.523
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code4490
Additional InformationID number: ISI:000254137000008

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