Enantioselective oxidation of β-hydroxythioethers. Synthesis of optically active alcohols and epoxides

…, F Di Furia, G Licini, G Modena, G Sbampato…

Index: Conte, V.; Furia, F. Di; Licini, G.; Modena, G.; Sbampato, G.; Valle, G. Tetrahedron: Asymmetry, 1991 , vol. 2, # 4 p. 257 - 276

Full Text: HTML

Citation Number: 25

Abstract

Abstract Optically pure β-hydroxysulfoxides may be obtained by direct oxidation of the parent thioethers with the modified Sharpless reagent developed in our laboratory. Necessary requisites for a successful asymmetric oxidation are both the protection of the OH function and the largest possible difference in size of the two groups linked to the thioether sulfur. This latter condition is fulfilled by using S-methyl derivatives. Examples referring to ...