Enantioselective synthesis of tertiary thiols by intramolecular arylation of lithiated thiocarbamates†
Abstract
Lithiation of N-aryl S-α-alkylbenzyl thiocarbamates leads to rearrangement with migration of the N-aryl ring to the anionic centre α to S, a process which generally proceeds with ca. 98% retention of stereochemistry and returns chiral benzylic tertiary