A Simple Protocol for NMR Analysis of the Enantiomeric Purity of Chiral Hydroxylamines

David A. Tickell, Mary F. Mahon, Steven D. Bull, Tony D. James

Organic Letters · 2013 · 48 citations · 37 references

Concepts

Abstract

A practically simple three-component chiral derivatization protocol for determining the enantiopurity of chiral hydroxylamines by (1)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.

References

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