A tandem Ferrier and Click reaction: a facile synthesis of triazolyl-2,3-dideoxypyranosides

Yadav, J. S. ; Subba Reddy, B. V. ; Narasimha Chary, D. ; Suresh Reddy, Ch. (2008) A tandem Ferrier and Click reaction: a facile synthesis of triazolyl-2,3-dideoxypyranosides Tetrahedron Letters, 49 (16). pp. 2649-2652. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2008.02.052

Abstract

Glycosyl azides, prepared in situ from glucal and trimethylsilyl azide via Ferrier rearrangement, undergo smooth coupling with alkynes under neutral conditions by means of 'Click reactions' to furnish 1,2,3-triazole-linked glycoconjugates in high yields and with moderate stereoselectivity. The method provides a convenient route to prepare glycoconjugates from glucals, trimethylsilyl azide, and alkynes via a three component reaction.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Glucal; Glycoconjugates; Alkynes; Click Reaction; Triazoles
ID Code:59590
Deposited On:07 Sep 2011 05:48
Last Modified:07 Sep 2011 05:48

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