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

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• 作者：David A. Tickell ; Emma V. Lampard ; John P. Lowe ; Tony D. James ; Steven D. Bull
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：August 5, 2016
• 年：2016
• 卷：81
• 期：15
• 页码：6795-6799
• 全文大小：341K
• 年卷期：0
• ISSN：1520-6904

文摘

A practically simple derivatization protocol for determining the enantiopurity of chiral diols by p>1p>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.