Stereo- and Regio-Control of 1,3-Dipolar Cycloaddition Reactions by the Aid of Lewis Acid Catalysts--Nitrone and aci-Nitro Compound Cycloadditions--


Institute of Advanced Material Study, Kyushu University; 6-1 Kasugakoen, Kasuga-shi 816-8580 Japan

Much attention is now focussed on the stereo- and regiocontrol of 1,3-dipolar cycloaddition reactions by the aid of a Lewis acid catalyst. The report of catalyzed asymmetric nitrone cycloadditions has triggered the acceleration of research development of this field. This review describes the Lewis acid-catalyzed nitrone cycloadditions to electron-deficient alkenes, the Lewis acid-catalyzed nitrone cycloadditions to electron-rich alkenes such as allylic alcohols, and asymmetric nitrone and aci-nitro compound cycloadditions to electron-deficient alkenes catalyzed by DBFOX/Ph metal complexes.

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