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

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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.
LanguageEnglish
Pages1971-1974
Number of pages4
JournalOrganic Letters
Volume8
Issue number10
DOIs
StatusPublished - 2006

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Spectroscopic analysis
spectroscopic analysis
esters
Esters
purity
Nuclear magnetic resonance
nuclear magnetic resonance
acids
1-phenethylamine
2-formylphenylboronic acid

Cite this

Simple protocol for NMR analysis of the enantiomeric purity of diols. / Kelly, A M; Perez-Fuertes, Y; Arimori, S; Bull, S D; James, T D.

In: Organic Letters, Vol. 8, No. 10, 2006, p. 1971-1974.

Research output: Contribution to journalArticle

Kelly, AM, Perez-Fuertes, Y, Arimori, S, Bull, SD & James, TD 2006, 'Simple protocol for NMR analysis of the enantiomeric purity of diols' Organic Letters, vol. 8, no. 10, pp. 1971-1974. DOI: 10.1021/ol0602351
Kelly AM, Perez-Fuertes Y, Arimori S, Bull SD, James TD. Simple protocol for NMR analysis of the enantiomeric purity of diols. Organic Letters. 2006;8(10):1971-1974. Available from, DOI: 10.1021/ol0602351
Kelly, A M ; Perez-Fuertes, Y ; Arimori, S ; Bull, S D ; James, T D. / Simple protocol for NMR analysis of the enantiomeric purity of diols. In: Organic Letters. 2006 ; Vol. 8, No. 10. pp. 1971-1974
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