Mechanism and stereochemistry of nucleophilic substitutions in alkoxysulphonium salts
Abstract
Optically active diarylethoxysulphonium salts react with pyridine to afford the corresponding diaryl sulphoxides with retention of configuration at sulphur. The reaction of sulphoxonium salts bearing at least one hydrogen atom bonded to the α-carbon leads, in contrast, to α-pyridinio-sulphides.