Catalytic asymmetric oxidation of aryl methyl sulfides mediated by a (S,S)-1,2-diphenylethan-1,2-diol/titanium/water complex
β Scribed by Stefano Superchi; Carlo Rosini
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- English
- Weight
- 238 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0957-4166
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β¦ Synopsis
The asymmetric oxidation of aryl methyl sulfides to sulfoxides with hydroperoxides has been achieved using catalytic amounts of the complex formed in situ between Ti(i-PrO) 4, (S,S)-diphenylethan-l,2-diol 1 and water. The sulfoxides are obtained in 60% yield and 67-80% enantiomeric excess.
π SIMILAR VOLUMES
## Abstract The effects of the substitution on the aryl moiety on the asymmetric oxidation of sulfides mediated by Tiβcomplexes of chiral 1,2βdiarylethaneβ1,2βdiols were investigated. The substitution of the aryl ring of the diol with both EWG and EDG substituents generally decreased the enantiosel
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-l,2diphenylethane-l,2-diols, both the unsubstituted diol (R,R)-la and the p-OMe substituted diol (R,R)lb lead to sulfoxides of