Diastereomer method for determining ee by (1)H NMR and/or MS spectrometry with complete removal of the kinetic resolution effect
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Hiromi Taji1, Masataka Watanabe, Nobuyuki Harada
1Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, 2-1-1 Katahira, Aoba, Sendai 980-8577, Japan.
Organic Letters
|August 3, 2002
Abstract:
[structure: see text] Using chiral auxiliaries, 2-methoxy-2-(1-naphthyl)propionic acid (MalphaNP acid) (S)-(+)-1 and its deuterium-labeled enantiomer (R)-(-)-1-d(n)() (n = 3 or 6), we have developed a new diastereomer method for determining enantiomeric excess (% ee) of chiral alcohols by (1)H NMR and/or MS spectrometry, where the kinetic resolution effect is completely excluded. The data of % ee determined by this method agree well with those calculated by weight, the average error being ca. +/-1.08% ee.