INVERSE ELECTRON DEMAND HETERO DIELS-ALDER REACTIONS OF SOLID SUPPORTED a-ACILTHIONES: THE FAMILY IS GROWING
نویسندگان
چکیده
In the last few years we demonstrated the utility of the phthalimidesulfenyl chloride (PhthNSCl, Phth = Phthaloyl) mediated generation of α,α’-dioxothiones and several related thiocarbonyl species. These reactive thione derivatives can be used as efficient electron-poor dienes in inverse electron demand Diels-Alder reactions with a plethora of electron rich alkenes, giving rise to interesting synthetic applications. Among the several features required for a successful synthetic protocol, the possibility of its exploitation on solid phase is nowadays particularly appreciated. In this communication we report our preliminary attempts on the possibility to generate from a β-ketoester functionalised resin a solid supported α,α’-dioxothione, and to trap it by a [4+2] cycloaddition reaction.
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