A simple protocol for NMR analysis of the enantiomeric purity of chiral hydroxylamines

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33 Citations (Scopus)

Abstract

A practically simple three-component chiral derivatization protocol for determining the enantiopurity of chiral hydroxylamines by H NMR spectroscopic analysis is described, involving their treatment with 2-formylphenylboronic acid and enantiopure BINOL to afford a mixture of diastereomeric nitrono-boronate esters whose ratio is an accurate reflection of the enantiopurity of the parent hydroxylamine.
Original languageEnglish
Pages (from-to)860-863
Number of pages4
JournalOrganic Letters
Volume15
Issue number4
DOIs
Publication statusPublished - 15 Feb 2013

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Hydroxylamines
Hydroxylamine
Spectroscopic analysis
spectroscopic analysis
esters
Esters
purity
Nuclear magnetic resonance
nuclear magnetic resonance
acids
naphthol BINOL
2-formylphenylboronic acid

Cite this

A simple protocol for NMR analysis of the enantiomeric purity of chiral hydroxylamines. / Tickell, D.A.; Mahon, Mary F; Bull, S.D.; James, T.D.

In: Organic Letters, Vol. 15, No. 4, 15.02.2013, p. 860-863.

Research output: Contribution to journalArticle

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