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A Tetradentate Ligand for the Enantioselective Ti(IV)-Promoted Oxidation of Sulfides to Sulfoxides: Origin of Enantioselectivity.

A detailed stereomechanistic analysis has led to the design of a new tetradentate ligand for the enantioselective Ti(IV)-catalyzed oxidation of unsymmetrical sulfides to sulfoxides with high selectivity. The pathway of this oxidation and the closely related and long-known Kagan—Modena oxidation have...

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Publicado en:Journal of the American Chemical Society Vol. 134; no. 42; pp. 17354 - 17358
Autores principales: Newhouse, Timothy R., Xin Li, Blewett, Megan M., Whitehead, Clare M. C., Corey, E. J.
Formato: Artículo
Publicado: American Chemical Society 10/24/2012
Materias:
Ligands (Chemistry)
Enantioselective catalysis
Oxidation
Sulfides
Sulfoxides
Hydroperoxides
Equilibrium constant (Chemistry)
Acceso en línea:Ver este registro en EBSCOhost
Sumario:A detailed stereomechanistic analysis has led to the design of a new tetradentate ligand for the enantioselective Ti(IV)-catalyzed oxidation of unsymmetrical sulfides to sulfoxides with high selectivity. The pathway of this oxidation and the closely related and long-known Kagan—Modena oxidation have been clarified to identify the likely origin of the enantioselectivity.