Sulfoxides of Cys (Sp-methoxybenzyl) and Cys (S-benzyl) were prepared by oxidation with sodium perborate. Hydrogen fluoride and methanesulfonic acid converted the former sulfoxide to Sp-methoxyphenylcysteine or Sp-hydroxyphenylcysteine in the presence of anisole or phenol, respectively, while the latter sulfoxide resisted the actions of these deprotecting reagents. Thiophenol appears to be useful as a powerful reducing reagent ...