Chiral 2-alkylbranched acids, esters and alcohols. Preparation and stereospecific flavour evaluation

Abstract Racemic 2-alkylbranched acids are transformed to diastereomeric derivatives with (S)-2-hydroxy-3-phenylpropionic acid-N-methylamide or (S)-(−)-1-phenylethylamineand separated by liquid chromatography to pure diasterecisomers, which are subsequently hydrolyzed to yield optically pure acids. Enantiomeric alcohols are generated by LiAlH 4 -reduction of the corresponding acids, esters are synthesized by different methods. The odour impression of the enantiomeric compounds is investigated.