93303-91-4Relevant academic research and scientific papers
An Efficient Asymmetric Oxidation of Sulfides to Sulfoxides
Pitchen, P.,Dunach, E.,Deshmukh, M. N.,Kagan, H. B.
, p. 8188 - 8193 (1984)
The Sharpless reagent for asymmetric epoxidation was modified by addition of 1 mol equiv of H2O to give a new homogenous reagent (Ti(O-i-Pr)4/diethyl tartrate/H2O/t-BuOOH = 1:2:1:1).This reagent cleanly oxidizes prochiral functionalized sulfides into optically active sulfoxides.The observed ee mainly ranged between 75 and 90percent for alkyl aryl sulfoxides and 50-71percent for dialkyl sulfoxides.A strong temperature dependence on ee was also observed in the asymmetric oxidation of methyl p-tolyl sulfoxide.
