A Comparative Oxidation Study of Some Thiane Derivatives.^†

Three thianes substituted with a cis-α', γ'-diMe holding group and with in the ß-ringposition of sulfur a C-, O- and S-atom respectively have been oxidized with a variety of oxidants and the isomeric distributions of the resulting mono-sulfoxides have been analyzed by gaschromatography. The stereochemistry of these oxidations appears to be sensitive to steric constraints from ring substituents and to the electronic features of the substrate molecules.