α,β-Unsaturated carboxylic acids undergo predominantly conjugate addition with organolithium reagents at low temperature (–78 °C) in THF and lead to various substituted alkanoic acids after quenching with electrophiles; with (E)-3-phenylpropenoic acid, this tandem alkylation sequence also affords significant amounts of isomeric 1,3-addition products.
B. Plunian, Chem. Commun., 1998, 81 DOI: 10.1039/A707028D
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