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    Nucleoside and nucleotide analogues by catalyst free Huisgen nitrile oxide–alkyne 1,3-dipolar cycloaddition


    Algay, Virginie and Singh, Ishwar and Heaney, Frances (2010) Nucleoside and nucleotide analogues by catalyst free Huisgen nitrile oxide–alkyne 1,3-dipolar cycloaddition. Organic & Biomolecular Chemistry, 8. pp. 391-397. ISSN 1477-0520

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    Abstract

    An efficient, catalyst free, 1,3-dipolar cycloaddition strategy to conjugate nucleosides and nucleotides with isoxazoles under atmospheric conditions and in an aqueous environment is reported. The protocol involves chloramine-T as a practical reagent to induce in situ nitrile oxide formation and the alkyne partner is attached to the sugar residue or the nucleobase. The reactions are regiospecific, fast and high yielding.

    Item Type: Article
    Keywords: Nucleoside; nucleotide analogues; catalyst free Huisgen nitrile oxide–alkyne 1,3-dipolar cycloaddition;
    Academic Unit: Faculty of Science and Engineering > Chemistry
    Item ID: 4295
    Depositing User: Dr. Frances Heaney
    Date Deposited: 09 Apr 2013 13:18
    Journal or Publication Title: Organic & Biomolecular Chemistry
    Publisher: Royal Society of Chemistry
    Refereed: Yes
    URI:

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