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Efficient Nazarov Cyclization/Wagner–Meerwein Rearrangement Terminated by a CuII-Promoted Oxidation: Synthesis of 4-Alkylidene Cyclopentenones



The discovery and elucidation of a new Nazarov cyclization/Wagner–Meerwein rearrangement/oxidation sequence is described that constitutes an efficient strategy for the synthesis of 4-alkylidene cyclopentenones. DFT computations and EPR experiments were conducted to gain further mechanistic insight into the reaction pathways.

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