A quantitative structure-reactivity relationship in decarboxylative Claisen rearrangement reactions of allylic tosylmalonate esters.
First-order rate constants have been determined for the decarboxylative Claisen rearrangement reactions at 293 K of substituted methyl (E)-3-phenyl-2-propenyl 2-tosylmalonate esters, which show a linear free-energy relationship indicative of the development of positive charge on the benzylic position in the sigmatropic rearrangement transition-state.
Craig
Donald
D
Department of Chemistry, Imperial College London, South Kensington Campus, London, UKSW7 2AZ. d.craig@imperial.ac.uk
Slavov
Nikolay K
NK