The effect of nitrogen atoms in the enantioselective oxidation of aryl or heteroaryl benzyl sulfides

Maria Annunziata M. Capozzi, Giuseppe Fracchiolla, Cosimo Cardellicchio
2013 Journal of Sulfur Chemistry  
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
more » ... nantioselectivity (up to 78%) were measured for this oxidation process.
doi:10.1080/17415993.2013.779697 fatcat:3qliugy55zbqbapqrcwbb7aj3e