A new approach to the synthesis of highly substituted cyclopentadienes, indenes, and cyclopentene‐fused heteroarenes by means of the Pd‐catalyzed Trost–Oppolzer‐type intramolecular Alder–ene reaction of 2,4‐pentadienyl acetates is described. This unprecedented transformation combines the electrophilic features of the Tsuji–Trost reaction with the nucleophilic features of the Alder–ene reaction. The overall outcome can be perceived as a hitherto unknown “acid‐free” iso‐Nazarov‐type cyclization. The versatility of this strategy was further demonstrated by the formal synthesis of paucifloral F, a resveratrol‐based natural product.

中文翻译：

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钯催化的分子内Trost-Oppolzer-型Alder-Ene乙酸二烯酯对环戊二烯的反应

描述了一种通过Pd催化的2,4-戊二烯基乙酸酯的Trost-Oppolzer型分子内Alder-ene反应合成高度取代的环戊二烯，茚基和环戊烯稠合杂芳烃的新方法。这种前所未有的转变将Tsuji-Trost反应的亲电子特征与Alder-ene反应的亲核特征结合在一起。总体结果可被视为迄今为止未知的“无酸” iso-Nazarov型环化反应。正式合成以白藜芦醇为基础的天然产物洋紫罗兰F进一步证明了该策略的多功能性。