Enantio- and Diastereoselectivity in the Periodate Oxidation of Sulfides Catalyzed by Bovine Serum Albumin. 2

Article abstract of DOI:10.1021/jo00356a027

The asymmetric oxidation of aliphatic, aromatic, and heterocyclic sulfides in the presence of a catalytic amount of bovine serum albumin (BSA) affords the corresponding sulfoxides with enantiomeric excess (ee) up to 80percent.The diastereoselectivity of the process has also been examined in comparison with the enzymatic oxygenation with cytochrome P-450.Electronic and CD spectral data indicate that the sulfides are not tightly bound to BSA in the reaction conditions.