A Protocol for NMR Analysis of the Enantiomeric Excess of Chiral Diols Using an Achiral Diboronic Acid Template.

Abstract

A practically simple derivatization protocol for determining the enantiopurity of chiral diols by (1)H NMR spectroscopic analysis is described. Diols were treated with 0.5 equiv of 1,3-phenyldiboronic acid to afford mixtures of diastereomeric boronate esters whose homochiral/heterochiral ratios are an accurate reflection of the diol's enantiopurity.

DOI: 10.1021/acs.joc.6b01005

Cite this paper

@article{Tickell2016APF, title={A Protocol for NMR Analysis of the Enantiomeric Excess of Chiral Diols Using an Achiral Diboronic Acid Template.}, author={David A Tickell and Emma V Lampard and John P. Lowe and Tony D James and Steven D Bull}, journal={The Journal of organic chemistry}, year={2016}, volume={81 15}, pages={6795-9} }