Analytical and Sensory Characterization of Chiral 4-Mercapto-2-alkanones, 4-Acetylthio-2-alkanones, and the Corresponding Alcohols

摘要

Polyfunctional thiols are known to play important roles as aroma compounds owing to their pronounced odor qualities and their low odor thresholds; β-mercaptocarbonyls as well as β-mercaptoalcohols are prominent examples. This chapter describes (ⅰ) the enantioseparation of a homologous series of 4-mercapto-2-alkanones and 4-acetylthio-2-alkanones, (ⅱ) the determination of the absolute configurations using a combination of the ~1H-NMR anisotropy method and lipase-catalyzed kinetic resolution, (ⅲ) the assessment of the sensory properties of enantiomers by GC/O using a chiral stationary phase, and (ⅳ) the synthesis and the establishment of chromatographic and sensory data on 4-mercapto-2-alkanols and 4-acetylthio-2-alkanols.