The preparation of selected (Z)-2-bromomethyl-2-alkenoate esters and their subsequent reaction with acetoacetic ester-derived nucleophiles is described. Both the substrate structure and the solvent system have significant effects on the regioselectivity of these nucleophilic displacements.
F. Ameer, S. E. Drewes, N. D. Emslie, P. T. Kaye and R. L. Mann, J. Chem. Soc., Perkin Trans. 1, 1983, 2293 DOI: 10.1039/P19830002293
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