Simple protocol for NMR analysis of the enantiomeric purity of diols

A M Kelly, Y Perez-Fuertes, S Arimori, S D Bull, T D James

Research output: Contribution to journalArticle

63 Citations (Scopus)

Abstract

A practically simple three-component chiral derivatization protocol for determining the enantiopurity of chiral 1,2-, 1,3-, and 1,4-diols by H-1 NMR spectroscopic analysis is described. The method involves treatment with 2-formylphenylboronic acid and enantiopure alpha-methylbenzylamine to afford a mixture of diastereolsomeric iminoboronate esters whose ratio is an accurate reflection of the enantiopurity of the parent diol.
Original languageEnglish
Pages (from-to)1971-1974
Number of pages4
JournalOrganic Letters
Volume8
Issue number10
DOIs
Publication statusPublished - 2006

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