High enantioselectivities were obtained in chloroperoxidase catalyzed oxidation of organic sulfides (99% ee in the case of methyl 2-pyridyl sulfide) with H2O2 in aqueous buffer solution, pH 5, at 25°C. The kinetic parameters in the oxidation of a series of sulfides both with H2O2 and tert-butyl hydroperoxide were determined and the data are consistent with enzymatic oxidation involving presumably a ternary complex. In all cases the reaction afforded the (R) sulfoxide as predominant or exclusive enantiomer.
Chloroperoxidase and hydrogen peroxide: An efficient system for enzymatic enantioselective sulfoxidations / S. Colonna, N. Gaggero, L. Casella, G. Carrea, P. Pasta. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 3:1(1992), pp. 95-106. [10.1016/S0957-4166(00)82316-2]
Chloroperoxidase and hydrogen peroxide: An efficient system for enzymatic enantioselective sulfoxidations
S. ColonnaPrimo
;N. GaggeroSecondo
;
1992
Abstract
High enantioselectivities were obtained in chloroperoxidase catalyzed oxidation of organic sulfides (99% ee in the case of methyl 2-pyridyl sulfide) with H2O2 in aqueous buffer solution, pH 5, at 25°C. The kinetic parameters in the oxidation of a series of sulfides both with H2O2 and tert-butyl hydroperoxide were determined and the data are consistent with enzymatic oxidation involving presumably a ternary complex. In all cases the reaction afforded the (R) sulfoxide as predominant or exclusive enantiomer.Pubblicazioni consigliate
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