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2005
Oxirane derivatives
R 0030
Development of a Ruthenium-Catalyzed Asymmetric Epoxidation Procedure
Hydrogen Peroxide as the Oxidant. — The present new ruthenium-catalyzed
04- 109 with
asymmetric epoxidation procedure of olefins is performed using hydrogen peroxide as
oxidant and pyboxazines as ligands. Pyboxazine synthesized from β-amino acid derivatives combine pybox and pyridine dicarboxylate ligands at the ruthenium center enhancing reactivity and enantioselectivity. Various aromatic olefins are oxidized in the
presence of the new catalyst under mild conditions. Best enantioselectivities are
achieved adding acetic acid as cocatalyst. Using two different ligands simplifies structural variations on the catalyst thus allowing easy tuning of catalytic properties. —
(TSE, M. K.; DOEBLER, C.; BHOR, S.; KLAWONN, M.; MAEGERLEIN, W.;
HUGL, H.; BELLER*, M.; Angew. Chem., Int. Ed. 43 (2004) 39, 5255-5260;
Leibniz-Inst. Org. Katal., Univ. Rostock, D-18055 Rostock, Germany; Eng.) —
S. Adam
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