cis-Stilbene and (1α,2β,3α)-(2-Ethenyl-3-methoxycyclopropyl)benzene as Mechanistic Probes in the MnIII(salen)-Catalyzed Epoxidation:  Influence of the Oxygen Source and the Counterion on the Diastereoselectivity of the Competitive Concerted and Radical-Type Oxygen Transfer

cis-Stilbene (1) has been epoxidized by a set of diverse oxygen donors [OxD], catalyzed by the MnIII(salen)X complexes 3 (X = Cl, PF6), to afford a mixture of cis- and trans-epoxides 2. The cis/trans ratios range from 29:71 (extensive isomerization) to 92:8, which depends both on the oxygen source [...

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Veröffentlicht in:Journal of the American Chemical Society 2002-05, Vol.124 (18), p.5068-5073
Hauptverfasser: Adam, Waldemar, Roschmann, Konrad J, Saha-Möller, Chantu R, Seebach, Dieter
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Sprache:eng
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