167366-75-8Relevant academic research and scientific papers
Phenylthio Migrations in the Rearrangement of 2,4,4-Tris(phenylthio)butanols
Villa, Maria-Jesus,Warren, Stuart
, p. 2953 - 2966 (2007/10/02)
2,4,4-Tris(phenylthio)butanols rearranged by a -PhS shift to give and E,Z mixture of vinyl sulfides with thionyl chloride but only the Z isomer with toluene-p-sulfonic acid.The -PhS shift occured only if another PhS group was present β to the hydroxyl group.The mechanism and scope of the reaction and the preparation of 2,4,4-tris(phenylthio)butanols via Michael addition of dithioacetal nucleophiles to methyl crotonate followed by α-sulfenylation is reported.
