Fernández-Nieto, FernandoPaleo Pillado, María RitaColunga Seara, RobertoRaposo, María LuzGarcía Río, LuisSardina López, Francisco Javier2024-02-022024-02-022016-10-21Fernández-Nieto, F., Paleo, M.R., Colunga, R., Raposo, M.L., Garcia-Rio, L., and Sardina, F. J. (2016). The two alternative rate-determining steps in benzylic lithiation reactions of esters and Carbamates. Organic Letters, 18 (21), 5520-5523http://hdl.handle.net/10347/32250Lithiation reactions of tertiary benzylic esters and carbamates have been studied. Kinetic methodology revealed that a two-step reaction pathway should be considered for these reactions, where either the lithium precomplexation and/or the proton transfer steps can be rate determining. Kinetic isotopic effects were evaluated by comparison of the lithiations of the corresponding protio/deutero substrates, and the results obtained support the notion that lithium precomplexation is taking place on the reaction pathway and that it is the rate-determining step in this transformation.eng© 2016 American Chemical SocietyChemical reactionsKinetic parametersLithiationOrganic compoundsReactions mechanisms2306 Química orgánicaThe two alternative rate-determining steps in benzylic lithiation reactions of esters and Carbamatesjournal article10.1021/acs.orglett.6b027535449-5451open access