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Facile Access to Cyclopentadienes via Catalytic Intramolecular Palladium-Ene Reaction of 2,4-Pentadienyl Acetates

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We have recently disclosed a palladium-catalyzed Trost–­Oppolzer type Alder-ene reaction of 2,4-pentadienyl acetates for the synthesis of highly substituted cyclopentadienes and cyclopentene-fused aromatics. The overall transformation also represents an acid-free… Click to show full abstract

We have recently disclosed a palladium-catalyzed Trost–­Oppolzer type Alder-ene reaction of 2,4-pentadienyl acetates for the synthesis of highly substituted cyclopentadienes and cyclopentene-fused aromatics. The overall transformation also represents an acid-free iso-Nazarov type cyclization. Herein, we provide the hypothesis and ­rationale behind this work, while highlighting the seminal contributions of Trost, Oppolzer and others towards the development of the palladium-ene reaction.

Keywords: reaction pentadienyl; palladium; pentadienyl acetates; ene reaction

Journal Title: Synlett
Year Published: 2018

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