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Diastereoselective Cyclopropanation through Michael Addition-Initiated Ring Closure between alpha,alpha-Dibromoketones and alpha,beta-Unsaturated Fischer Carbene Complexes

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43921718" target="_blank" >RIV/60461373:22310/20:43921718 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22810/20:43921718

  • Result on the web

    <a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.201901503" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.201901503</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/ejoc.201901503" target="_blank" >10.1002/ejoc.201901503</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Diastereoselective Cyclopropanation through Michael Addition-Initiated Ring Closure between alpha,alpha-Dibromoketones and alpha,beta-Unsaturated Fischer Carbene Complexes

  • Original language description

    The diastereoselective synthesis of tetrasubstituted cyclopropanes is described. The two-step procedure is based on the 3-exo-tet Michael addition-initiated ring closure. In the first step, the enolates derived from alpha,alpha-dibromoketones react with the alpha,beta-unsaturated Fischer alkoxycarbene complexes to obtain tetrasubstituted cyclopropanes, which are then treated with ceric-ammonium nitrate to yield the final products. The methodology tolerates diverse functional groups, and high diastereoselectivity (dr &gt;= 98:2) is observed in all cases.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GA18-12150S" target="_blank" >GA18-12150S: Synthesis and characterization of semiconducting supramolecules of novel type and their use in preparation of organic transistors (OFETs)</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2020

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    European Journal of Organic Chemistry

  • ISSN

    1434-193X

  • e-ISSN

  • Volume of the periodical

    2020

  • Issue of the periodical within the volume

    4

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    8

  • Pages from-to

    429-436

  • UT code for WoS article

    000507322200001

  • EID of the result in the Scopus database

    2-s2.0-85078372839