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Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10315031" target="_blank" >RIV/00216208:11310/15:10315031 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.3762/bjoc.11.201" target="_blank" >http://dx.doi.org/10.3762/bjoc.11.201</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.3762/bjoc.11.201" target="_blank" >10.3762/bjoc.11.201</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks

  • Original language description

    The cross metathesis of 1,2-epoxy-5-hexene (1) with methyl acrylate and acrylonitrile was investigated as an entry to the synthesis of polyfunctional compounds. The resulting cross metathesis products were hydrogenated in a tandem fashion employing the residual ruthenium from the metathesis step as the hydrogenation catalyst. Interestingly, the epoxide ring remained unreactive toward this hydrogenation method. The saturated compound resulting from the cross metathesis of 1 with methyl acrylate was transformed by means of nucleophilic ring-opening of the epoxide to furnish a diol, an alkoxy alcohol and an amino alcohol in high yields.

  • 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

  • Continuities

    S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2015

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Beilstein Journal of Organic Chemistry

  • ISSN

    1860-5397

  • e-ISSN

  • Volume of the periodical

    11

  • Issue of the periodical within the volume

    neuveden

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    5

  • Pages from-to

    1876-1880

  • UT code for WoS article

    000362539800001

  • EID of the result in the Scopus database

    2-s2.0-84961782157