M. Braun, P. Meletis, W. Schrader
Oct 1, 2010
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0
Influential Citations
5
Citations
Journal
European Journal of Organic Chemistry
Abstract
In an enolate Claisen rearrangement, deprotonated allyl phenylacetate undergoes a smooth conversion at –78 °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.