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

David A. Tickell, Emma V. Lampard, John P. Lowe, Tony D. James, Steven D. Bull

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Abstract

A practically simple derivatization protocol for determining the enantiopurity of chiral diols by 1H 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.
Original languageEnglish
Pages (from-to)6795–6799
JournalJournal of Organic Chemistry
Volume81
Issue number15
DOIs
Publication statusPublished - 6 Jul 2016

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Spectroscopic analysis
Esters
Nuclear magnetic resonance
Acids

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A Protocol for NMR Analysis of the Enantiomeric Excess of Chiral Diols Using an Achiral Diboronic Acid Template. / Tickell, David A.; Lampard, Emma V.; Lowe, John P.; James, Tony D.; Bull, Steven D.

In: Journal of Organic Chemistry, Vol. 81, No. 15, 06.07.2016, p. 6795–6799.

Research output: Contribution to journalArticle

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