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The imine Diels-Alder reaction involves the transformation of all-carbon dienes and imine dienophiles into tetrahydropyridines. ==Introduction== Imines may be employed as dienophiles in hetero-Diels-Alder reactions. These reactions involve the lowest unoccupied molecular orbital (LUMO) of the imine, meaning that imines substituted with electron-withdrawing groups on nitrogen are the most reactive. The reaction may be thermal, in refluxing solvents such as benzene or others typical for Diels–Alder reactions, or acid catalyzed, again using common Diels–Alder Lewis acids such as boron trifluoride or zinc chloride. It may proceed via a concerted, () cycloaddition mechanism, although in cases of extreme polarization, addition to the imine followed by nitrogen nucleophilic attack (the "Mannich-Michael" pathway) occurs. Cyclic, acyclic, and tethered imines have all been employed in the reaction with success. ''(1)'' generated ''in situ'' by combining an amine hydrochloride with an aldehyde. 抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「Imine Diels–Alder reaction」の詳細全文を読む スポンサード リンク
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