Abstract: | The stereodifferentiation of chiral secondary alcohols, 4(5)-alkyl-substituted γ (δ)-lactones via corresponding 1, 4(1, 5)-diols, chiral 1, 3-diols, and 1-thioalkan-3-ols was carried out by diastereomeric derivatization with (S)-O-acetyllactyl chloride as a chiral auxiliary. This procedure is a convenient and reliable method for screening the enantiomeric composition of these naturally occurring flavor volatiles. |