Geometrical isomerism in the S-alkyl thiohydroximate series: a new oxime fragmentation

Abstract

The syn-(alkylthio)-configuration has been assigned to the thermodynamically stable form of the S-alkyl thiohydroximates from the results of Beckmann rearrangements on both geometrical isomers. The anti-(alkylthio)-isomers undergo fragmentation under Beckmann conditions. The syn-(alkylthio)-isomers may be converted to the anti-isomers by irradiation with u.v. light. Other evidence concerning the geometry of this series of compounds is discussed.