A non-chiral lithium aluminate reagent for the determination of enantiomeric excess of chiral alcohols
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Peer-reviewed
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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)$_3$Li] (1). $\textit{In situ}$ reaction of the alcohols with 1 produces robust dimers in solution, present as diastereomeric pairs ($\textit{SS/RR}$ and $\textit{RS}$) with distinct resonances in their $^1$H and $^7$Li NMR spectra. The ee can be calculated simply from integration of the $^1$H and/or $^7$Li NMR spectra.
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Chemical Communications
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1359-7345
1364-548X
1364-548X
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53
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Royal Society of Chemistry
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Engineering and Physical Sciences Research Council (EP/K039520/1)
We thank the EU for a Marie Curie Intra European Fellowship within the seventh European Community Framework Programme (R. G. R.) and an Advanced Investigator Award (D. S. W.). We also thank the Fonds der Chemischen Industrie and the Studienstiftung des deutschen Volkes (Scholarships for S. H.).