Počet záznamů: 1

Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations

  1. 1.
    0367200 - UOCHB-X 2012 RIV GB eng J - Článek v odborném periodiku
    Mojr, V. - Buděšínský, Miloš - Cibulka, R. - Kraus, Tomáš
    Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations.
    Organic & Biomolecular Chemistry. Roč. 9, č. 21 (2011), s. 7318-7326 ISSN 1477-0520
    Grant CEP: GA ČR(CZ) GA203/07/1246; GA ČR GA203/09/1919
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: cyclodextrins * alloxazines * sulfoxidations
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 3.696, rok: 2011

    Four structurally different alloxazine–cyclodextrin conjugates were prepared and tested as catalysts for the enantioselective oxidation of prochiral sulfides to sulfoxides by hydrogen peroxide in aqueous solutions. Alpha-cyclodextrin conjugate having alloxazinium unit attached via a short linker proved to be a suitable catalyst for oxidations of n-alkyl methyl sulfides, displaying conversions up to 98% and enantioselectivities up to 77% ee. Beta-cyclodextrin conjugates were optimal catalysts for the oxidation of sulfides carrying bulkier substituents; e.g. tert-butyl methyl sulfide was oxidized with quantitative conversion and 91% ee. Low loadings (0.3–5 mol%) of the catalysts were used.
    Trvalý link: http://hdl.handle.net/11104/0201951