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Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00367200" target="_blank" >RIV/61388963:_____/11:00367200 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22310/11:43892806

  • Result on the web

    <a href="http://dx.doi.org/10.1039/c1ob05934c" target="_blank" >http://dx.doi.org/10.1039/c1ob05934c</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/c1ob05934c" target="_blank" >10.1039/c1ob05934c</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations

  • Original language description

    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.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2011

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Organic & Biomolecular Chemistry

  • ISSN

    1477-0520

  • e-ISSN

  • Volume of the periodical

    9

  • Issue of the periodical within the volume

    21

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    9

  • Pages from-to

    7318-7326

  • UT code for WoS article

    000295890100011

  • EID of the result in the Scopus database