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  • Title: A convenient, NMR-based method for the analysis of diastereomeric mixtures of pseudoephedrine amides.
    Author: Chain WJ, Myers AG.
    Journal: Org Lett; 2007 Jan 18; 9(2):355-7. PubMed ID: 17217303.
    Abstract:
    Amides of pseudoephedrine and ephedrine are shown to undergo highly stereospecific, invertive cyclization to form 4,5-dihydro-3,4-dimethyl-5-phenyl-1,3-oxazolium triflate derivatives in the presence of triflic anhydride-pyridine. 1H NMR spectra of the unpurified reaction products are remarkably clean, with sharp, well-defined peaks, and allow for rapid assessment of the diastereomeric purities of the starting amides. [reaction: see text].
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