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5´-Epimeric 3´-deoxy-3´,4´-didehydronucleoside-5´-C-phosphonates: synthesis and structural assignment by NMR and X-ray analyses

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00360662" target="_blank" >RIV/61388963:_____/11:00360662 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.tet.2011.04.037" target="_blank" >http://dx.doi.org/10.1016/j.tet.2011.04.037</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.tet.2011.04.037" target="_blank" >10.1016/j.tet.2011.04.037</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    5´-Epimeric 3´-deoxy-3´,4´-didehydronucleoside-5´-C-phosphonates: synthesis and structural assignment by NMR and X-ray analyses

  • Original language description

    Epimeric 5'-(RS) dialkyl 3-deoxy-3',4'-didehydro-5'-C-phosphonates were prepared by nucleophilic addition of various dialkyl phosphites to 3'-deoxy-3',4'-didehydronucleoside-5'-aldehydes. Whereas direct NMR configuration assignment for the C5' atom bearing the phosphoryl and hydroxy groups using the J (P,H4') and J (H5',H4') coupling constants is impossible due to the absence of the H4' atom, successful separation, crystallisation and X-ray analysis of a pair of epimeric 5'-C-phosphonates, followed by correlation with a series of NMR parameters, led to efficacious configuration assignment of individual epimers in the mixtures.

  • 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)<br>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

    Tetrahedron

  • ISSN

    0040-4020

  • e-ISSN

  • Volume of the periodical

    67

  • Issue of the periodical within the volume

    23

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    9

  • Pages from-to

    4227-4235

  • UT code for WoS article

    000291371900013

  • EID of the result in the Scopus database