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Pd-Catalyzed Allylic Substitution of Purin-8-yl(allyl) Acetate: Route to (E)-Alkenylpurines

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F11%3A43892715" target="_blank" >RIV/60461373:22310/11:43892715 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1135/cccc2011030" target="_blank" >http://dx.doi.org/10.1135/cccc2011030</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1135/cccc2011030" target="_blank" >10.1135/cccc2011030</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Pd-Catalyzed Allylic Substitution of Purin-8-yl(allyl) Acetate: Route to (E)-Alkenylpurines

  • Original language description

    C8-Alkenylpurines were synthesized starting from purin-8-yl(allyl) acetates using Pdcatalyzed allylic substitution. The described protocol allows, by reaction of purin-8-yl(allyl) acetates with stabilized nucleophiles, an access to novel (E)-8-alkenylpurine derivatives under Pd2dba3?CHCl3 catalysis in dry THF in yields ranging from 31 to 76%. A wide range of nucleophiles showed exclusive E-alkene formation, however, ethyl nitroacetate gave mixture of E/Z-alkenes. On contrary, purin-2-yl(allyl) acetatesreacted smoothly only with dimethyl malonate.

  • 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

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

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

    Collection of Czechoslovak Chemical Communications

  • ISSN

    0010-0765

  • e-ISSN

  • Volume of the periodical

    76

  • Issue of the periodical within the volume

    4

  • Country of publishing house

    CZ - CZECH REPUBLIC

  • Number of pages

    16

  • Pages from-to

    311-326

  • UT code for WoS article

    000289355200007

  • EID of the result in the Scopus database