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Recent advances in 1,3-dipolar cycloaddition reactions on solid supports
Authors:Krsi Harju  Jari Yli-Kauhaluoma
Affiliation:(1) Vikki Drug Discovery Technology Center, Faculty of Pharmacy, University of Helsinki, P.O. Box 56, Fl-00014 Helsinki, Finland
Abstract:Solid-phase methods are of a great significance in organic synthesis. Recent developments of these methods are providing new ways to construct libraries of small organic molecules. Five-membered heterocyclic compounds, which can be utilized in a variety of applications, are formed in the 1,3-dipolar cycloaddition reaction between dipolarophiles and dipoles. This review deals with the solid-phase synthesis of heterocycles via [3+2] cycloaddition reaction. Cycloaddition reactions of polymer-bound dipoles and polymer-bound dipolarophiles and intramolecular solid-phase cycloadditions are discussed in separate sections. Reactions of dipolarophiles such as alkenes, alkynes, and imines with dipoles such as azomethine ylides, azomethine imines, nitrile imines, azides, nitrones, and nitrile oxides are described. The recent literature up to December 2003 is covered.
Keywords:combinatorial chemistry  dipolar compound  dipolar cycloaddition  dipolarophile  heterocyclic compounds  solid-phase synthesis
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