Evidence for a Non-Concerted, Dissoziative Mechanism of the Palladium-Catalyzed "Enolate Claisen Rearrangement" of Allylic Esters

[摘要]：In an enolate Claisen rearrangement, deprotonated allyl phenylacetate undergoes a smooth conversion at -78 degrees C to 2-phenyl-4-pentenoic acid under palladium(0) catalysis By using labelled starting materials in crossover experiments, the reaction is shown to follow a dissoziative, non-concerted, non-[3,3]-sigmatropic mechanism that involves palladium complexes and carboxylic-acid dianions as intermediates.

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