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A simple approach to unsymmetric atropoisomeric bipyridine N,N'-dioxides and their application in enantioselective allylation of aldehydes

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F07%3A00081291" target="_blank" >RIV/61388963:_____/07:00081291 - isvavai.cz</a>

  • Alternative codes found

    RIV/00216208:11310/07:10833

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    A simple approach to unsymmetric atropoisomeric bipyridine N,N'-dioxides and their application in enantioselective allylation of aldehydes

  • Original language description

    The [2+2+2] cyclotrimerization of 1-isoquinolinyl-1,7-octadiyne with benzonitrile catalyzed by CpCo(CO)2 opened a new pathway for a synthesis of unsymmetrical axially chiral bipyridine N,N?-dioxides. The N,N?-dioxide 3a was found to be highly catalytically active and enantioselective for the asymmetric allylation of aldehydes with allyltrichlorosilane. The allylation took place with even 1% of the catalyst with an enantioselectivity up to 87% ee.

  • Czech name

    Jednoduchý přístup k nesymetrickým atropoisomerním bipyridin N,N?-dioxidům a použití v enantioselektivní allylaci aldehydů

  • Czech description

    2+2+2-Cyklotrimerizace 1-isochinolinyl-1,7-oktadiynu s benzonitrilem katalyzovaná CpCo(CO)2 otevřela novou cestu k syntéze nesymetrických axiálně chirálních bipyridin N,N?-dioxidů. N,N?-dioxid 3a je vysoce katalyticky aktivní a enantioselektivní v asymetrické allylaci aldehydů allyltrichlorosilanem. Allylace probíhá i s 1% katalyzátoru s enantioselektivitou až 87% ee.

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

    2007

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Advanced Synthesis & Catalysis

  • ISSN

    1615-4150

  • e-ISSN

  • Volume of the periodical

    349

  • Issue of the periodical within the volume

    6

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    5

  • Pages from-to

    822-826

  • UT code for WoS article

  • EID of the result in the Scopus database