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Stereoisomeric flavour compounds LXXIV: 2-phenylpropanol, 2-phenylpropanal and 2-phenylpropanal dimethyl acetal: structure elucidation and structure-function relationship
Authors:Dietmar Bartschat and Armin Mosandl
Affiliation:(1) Institut für Lebensmittelchemie, Johann Wolfgang Goethe-Universität Frankfurt, Marie-Curie-Strasse 9, D-60439 Frankfurt/Main, Germany
Abstract:The direct enantioseparation of 2-phenylpropanol, 2-phenylpropanal and 2-phenylpropanal dimethyl acetal was achieved, using enantioselective gas chromatography and heptakis-2,3-di-0-acetyl-6-0-tert.butyldimethylsilyl]-beta-cyclodextrin (DIAC-beta-CD) or octakis-2,3-di-0-acetyl-6-0-tert.butyldimethylsilyl]-gamma-cyclodex-trin (DIAC-gamma-CD) as the chiral stationary phase. Their odour characteristics and threshold values were investigated by enantioselective gas chromatography/olfactometry. Starting from commercially available (R)-2-phenylpropionic acid, enantiopure (R)-configured reference compounds were synthesized.
Keywords:Stereoisomeric flavour compounds  Enantioselective GC/olfactometry analysis  Chirality and odour  Enantiomer odour thresholds
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