1,3-Dipolar Cycloadditions in the Synthesis of Carbohydrate Mimics. Part 2: Nitrones and Oximes

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

Journal Name: Current Organic Chemistry

Volume 7 , Issue 6 , 2003

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Abstract:

This article (the second of three parts) reviews the use of 1,3-dipolar cycloaddition reactions of nitrones and the closely related oximes in the construction of carbohydrate mimics. Preparation of isoxazoline and carbocyclic nucleosides, isoxazoline fused systems, polyhydroxylated and aminopolyhydroxylated carbocycles and azasugars, amino sugars, polyhydroxylated alkaloids of the pyrrolidine and indolizidine series 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 and dipoles 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, Nitrones and Oximes, isoxazoline, polyhydroxylated alkaloids, stereoselectivities, dipolarophiles

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Article Details

VOLUME: 7
ISSUE: 6
Year: 2003
Page: [585 - 628]
Pages: 44
DOI: 10.2174/1385272033486783
Price: $58

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