A general and selective zinc-catalyzed oxidation of sulfides to sulfoxides
A general zinc-catalyzed oxidation of sulfides to sulfoxides has been developed. All the reactions proceeded at room temperature. Hydrogen peroxide was used as a green oxidant. Twenty-one examples of sulfoxides were prepared in moderate to excellent yields.
Wu, Xiao-Feng
experimental part
p. 4328 - 4331
(2012/09/22)
Self-catalyzed oxidation of sulfides with hydrogen peroxide: A green and practical process for the synthesis of sulfoxides
A self-catalyzed selective oxidation of sulfides to sulfoxides has been developed. The scope of the protocol is demonstrated in the selective oxidation of 17 different substrates. High yields and chemoselectivity (in general > 90 % ) are achieved in most cases.
Shi, Feng,Tse, Man Kin,Kaiser, Hanns Martin,Beller, Matthias
p. 2425 - 2430
(2008/09/19)
Sulphur Trioxide/Thiol: A Novel System for the Reduction of Methionine Sulphoxide
A new method for the effective reduction of methionine sulphoxide in protected peptides with sulphur trioxide and thiol has been developed.In practice, a combination of dimethylformamide-sulphur trioxide complex and ethane-1,2-dithiol was found effective, the presence of pyridine in the reaction medium being found necessary for the reduction to proceed.Methionine sulphoxide in two types of protected methionine-enkephalins was efficiently reduced to methionine by this reduction system at 20 deg C in an hour.The (p-methylsulphinyl)benzyl protecting group was also reduced to (p-methylthio)benzyl simultaneously with the reduction of methionine sulphoxide.Subsequent deprotection afforded methionine-enkephalin of high purity in each case.