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 and Biomolecular Chemistry, 8 (2). pp. 391-397. ISSN 1477-0520

Full content URL: http://dx.doi.org/10.1039/b917450h

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Item Type:Article
Item Status:Live Archive

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.

Additional Information:First published online 28 Oct 2009
Keywords:Nucleosides, Nucleotides
Subjects:B Subjects allied to Medicine > B200 Pharmacology, Toxicology and Pharmacy
Divisions:College of Science > School of Pharmacy
ID Code:11297
Deposited On:24 Jul 2013 09:23

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