Oximes as artificial sweeteners. Part 23. Unsaturated oximes was written by Unterhalt, Bernard;Ghori, Mahmood. And the article was included in Zeitschrift fuer Lebensmittel-Untersuchung und -Forschung in 1980.Formula: C6H8O2 This article mentions the following:
Cyclization of acrolein with H2S in CH2Cl2 containing Cu turnings and NEt3 at -10° gave 86% aldehyde I, which was oximated with H2NOH to give 53% oxime II (R = R1 = H, X = S). Similarly, II (R = R1 = Me, X = S) and II (R = R1 = H, X = O) were prepared from the aldehydes. On comparison with the sweet-tasting II (R = R1 = H, X = CH2), only II (R = R1 = H, X = S) had a slightly sweet taste. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Formula: C6H8O2).
5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) belongs to tetrahydropyran derivatives. Tetrahydropyran is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. 2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.Formula: C6H8O2
Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics