Asymmetric oxidation of 2-(arylsulfenyl)pyrroles
Garabatos-Perera, Jose R.
Gillis, H. Martin
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The asymmetric oxidation of prochiral 2-(arylsulfenyl)pyrroles has been investigated. A marked electronic effect within the substrate significantly influenced the degree of enantioselectivity obtained, with very high enantio selectivity being obtained for 5-(nitrobenzensulfenyl)pyrrole-2-carboxaldehydes using Ti(i-PrO)(4)/(+)-(R,R)-DET/H(2)O/CHP. This result bodes well for optimizing the asymmetric oxidation of other diaryl sulfides, substrates that have previously given only low enantiomeric excesses.
Thompson, Alison, Jose R. Garabatos-Perera, and H. Martin Gillis. 2008. "Asymmetric oxidation of 2-(arylsulfenyl)pyrroles." Canadian Journal of Chemistry-Revue Canadienne De Chimie 86(7): 676-681.