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Issue 7, 2017
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A non-chiral lithium aluminate reagent for the determination of enantiomeric excess of chiral alcohols

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Abstract

Here we illustrate a new method for the rapid determination of ee's of chiral alcohols using the thermally-stable, non-chiral lithium aluminate reagent [EtAl(6-Me-2-py)3Li] (1). In situ reaction of the alcohols with 1 produces robust dimers in solution, present as diastereomeric pairs (SS/RR and RS) with distinct resonances in their 1H and 7Li NMR spectra. The ee can be calculated simply from integration of the 1H and/or 7Li NMR spectra.

Graphical abstract: A non-chiral lithium aluminate reagent for the determination of enantiomeric excess of chiral alcohols

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Publication details

The article was received on 03 Oct 2016, accepted on 07 Dec 2016 and first published on 07 Dec 2016


Article type: Communication
DOI: 10.1039/C6CC09671A
Citation: Chem. Commun., 2017,53, 1225-1228
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    A non-chiral lithium aluminate reagent for the determination of enantiomeric excess of chiral alcohols

    R. García-Rodríguez, S. Hanf, A. D. Bond and D. S. Wright, Chem. Commun., 2017, 53, 1225
    DOI: 10.1039/C6CC09671A

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