The Lewis acid-induced isomerisation of 2,3-epoxy sulfides into the corresponding 3-trimethylsilyloxy-1,2-thiiranium ions is described. Such intermediates react with nitrogen nucleophiles regiospecifically to form 1-substituted 3-hydroxy 2-thioethers in good to moderate yields with full stereochemical control.
|Number of pages||2|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 1 Dec 1993|