40568-43-2Relevant articles and documents
Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β-Alkylthioalkanones
B?ttig, Sarah,Egger, Timothy,Gey, Olga,Bochet, Christian G.,Flachsmann, Felix
, (2021/10/19)
In depth headspace analysis of the slow degradation of β-alkylthioalkanones in ambient air led to the discovery of a novel δ-cleavage pathway, by which β-mercaptoketones are released. Since β-mercaptoketones are potent natural aroma compounds occurring in many fruits, herbs and flowers, the discovery of an enzyme-independent molecular precursor for this class of high-impact molecules is of practical importance. Moreover, the formation of β-diketones and aldehydes by concomitant oxidation at the α-sulfur-position enhances the versatility of this class of aroma precursors. A mechanistic model is proposed which suggests that the oxidative degradation occurs through a novel Pummerer-type rearrangement of initially formed persulfoxides.