TY  - JOUR
  - O'Mahony, GE,Eccles, KS,Morrison, RE,Ford, A,Lawrence, SE,Maguire, AR
  - 2013
  - November
  - Tetrahedron
  - Investigation of steric and electronic effects in the copper-catalysed asymmetric oxidation of sulfides
  - Validated
  - Altmetric: 2 ()
  - Sulfoxides Enantioselective sulfur oxidation Asymmetric oxidation Copper catalysis ENANTIOMERICALLY PURE ALKYL AQUEOUS HYDROGEN-PEROXIDE ARYL BENZYL SULFIDES TERT-BUTYL DISULFIDE CHIRAL SCHIFF-BASES ONE-POT SYNTHESIS MU-OXO COMPLEXES ENANTIOSELECTIVE OXIDATION SELECTIVE OXIDATION KINETIC RESOLUTION
  - 69
  - 10168
  - 10184
  - Steric and electronic effects in the copper-catalysed asymmetric oxidation of aryl benzyl, aryl alkyl and alkyl benzyl sulfides have been investigated. The presence of an aryl group directly attached to the sulfur is essential to afford sulfoxides with high enantioselectivities, with up to 97% ee for 2-naphthyl benzyl sulfoxide, the highest enantioselectivity achieved to-date for copper-catalysed asymmetric sulfoxidation. In contrast, the benzyl substituent can be replaced by sterically comparable groups with no effect on enantioselectivity. Copper-mediated oxidation of substituted aryl benzyl sulfides display modest steric and electronic effects resulting in comparable or lower enantioselectivities to those obtained with the unsubstituted benzyl phenyl sulfide. (C) 2013 Elsevier Ltd. All rights reserved.
  - 10.1016/j.tet.2013.08.063
DA  - 2013/11
ER  - 

@article{V243941446,
   = {O'Mahony,  GE and Eccles,  KS and Morrison,  RE and Ford,  A and Lawrence,  SE and Maguire,  AR },
   = {2013},
   = {November},
   = {Tetrahedron},
   = {Investigation of steric and electronic effects in the copper-catalysed asymmetric oxidation of sulfides},
   = {Validated},
   = {Altmetric: 2 ()},
   = {Sulfoxides Enantioselective sulfur oxidation Asymmetric oxidation Copper catalysis ENANTIOMERICALLY PURE ALKYL AQUEOUS HYDROGEN-PEROXIDE ARYL BENZYL SULFIDES TERT-BUTYL DISULFIDE CHIRAL SCHIFF-BASES ONE-POT SYNTHESIS MU-OXO COMPLEXES ENANTIOSELECTIVE OXIDATION SELECTIVE OXIDATION KINETIC RESOLUTION},
   = {69},
  pages = {10168--10184},
   = {{Steric and electronic effects in the copper-catalysed asymmetric oxidation of aryl benzyl, aryl alkyl and alkyl benzyl sulfides have been investigated. The presence of an aryl group directly attached to the sulfur is essential to afford sulfoxides with high enantioselectivities, with up to 97% ee for 2-naphthyl benzyl sulfoxide, the highest enantioselectivity achieved to-date for copper-catalysed asymmetric sulfoxidation. In contrast, the benzyl substituent can be replaced by sterically comparable groups with no effect on enantioselectivity. Copper-mediated oxidation of substituted aryl benzyl sulfides display modest steric and electronic effects resulting in comparable or lower enantioselectivities to those obtained with the unsubstituted benzyl phenyl sulfide. (C) 2013 Elsevier Ltd. All rights reserved.}},
   = {10.1016/j.tet.2013.08.063},
  source = {IRIS}
}