1,3-Dipolar Cycloadditions in the Synthesis of Carbohydrate Mimics. Part 3: Azides, Diazo Compounds and Other Dipoles

Author(s): A. E. Koumbis, J. K. Gallos.

Journal Name: Current Organic Chemistry

Volume 7 , Issue 8 , 2003

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Abstract:

This article (the third of three parts) reviews the use of 1,3-dipolar cycloaddition reactions of azides, diazo compounds, nitrile imines, azomethine imines and azomethine ylides in the construction of carbohydrate mimics. Preparation of triazole, tetrazole and other modified nucleosides, azasugars, polyhydroxylated alkaloids and carbocycles, pyrazolidine and pyrazoline systems is described. It is organized depending on the dipole employed and subdivided into separate sections according to the inter- or intramolecular fashion applied and the nature of dipolarophiles incorporated. It is mainly dedicated to the synthetic preparations and stereoselectivities observed with limited reports to biological tests and results.

Keywords: 1,3-Dipolar Cycloadditions, Carbohydrate Mimics, nitrile imines, azomethine, azasugars, pyrazolidine, stereoselectivities, polyhydroxylated

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Article Details

VOLUME: 7
ISSUE: 8
Year: 2003
Page: [771 - 797]
Pages: 27
DOI: 10.2174/1385272033486701
Price: $58

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