121013-78-3Relevant articles and documents
Stereoisomeric Flavor Substances XXXI. - Tetrahydro-2-methylthiophen-3-ol - Structure and Properties of the Stereoisomers
Mosandl, Armin,Hener, Uwe,Fenske, Heinz-Dieter
, p. 859 - 862 (2007/10/02)
Tetrahydro-2-methylthiophen-3-ol (6) has been synthesized and separated by liquid chromatography to yield cis(6a/6a') and trans isomers (6b/6b').Using (S)-tetrahydro-5-oxo-2-furancarboxylic acid chloride, 6a/6a' and 6b/6b' are transformed into the diastereomeric esters 7 - 10 which are separated by liquid chromatography.Hydrolysis of the esters yields the optically pure stereoisomers 6a, 6a', 6b, and 6b'.Absolute configuration and sensory characteristics of these stereoisomers are given.