Journal
JOURNAL OF SULFUR CHEMISTRY
Volume 34, Issue 6, Pages 646-650Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/17415993.2013.779697
Keywords
oxidation; enantioselectivity; titanium; hydrobenzoin; sulfide
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Some aminophenyl benzyl sulfides or benzyl pyridyl sulfides were asymmetrically oxidized with tert-butyl hydroperoxide in the presence of a complex between titanium i-propoxide and (S, S)-hydrobenzoin, an oxidation system that works particularly well with a vast set of aryl benzyl sulfides. Notwithstanding the presence of nitrogen-containing moieties that, in principle, could interfere with the correct co-ordination of the sulfide to the metal center, satisfactory levels of enantioselectivity (up to 78%) were measured for this oxidation process. [GRAPHICS] .
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