Issue 7, 2017

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

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

Supplementary files

Article information

Article type
Communication
Submitted
03 Oct 2016
Accepted
07 Dec 2016
First published
07 Dec 2016

Chem. Commun., 2017,53, 1225-1228

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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