Abstract
In the asymmetric oxidation of methyl p-tolyl sulfide, ( 2a), and benzyl phenyl sulfide ( 2b) by TBHP, mediated by a titanium complex with enantiopure (R,R)-p,p′-disubstituted-1,2-diphenylethane-1,2-diols, both the unsubstituted diol (R,R)- 1a and the p-OMe substituted diol (R,R)- 1b lead to sulfoxides of S configuration, with ee up to 99%. On the contrary the p-CF 3 substituted ligand (R,R)- 1c leads to significantly lower ee and in the case of 2a a reversal of asymmetric induction is observed.
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