RT Journal Article
T1 The two alternative rate-determining steps in benzylic lithiation reactions of esters and Carbamates
A1 Fernández-Nieto, Fernando
A1 Paleo Pillado, María Rita
A1 Colunga Seara, Roberto
A1 Raposo, María Luz
A1 García Río, Luis
A1 Sardina López, Francisco Javier
K1 Chemical reactions
K1 Kinetic parameters
K1 Lithiation
K1 Organic compounds
K1 Reactions mechanisms
AB Lithiation 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.
PB ACS Publications
YR 2016
FD 2016-10-21
LK http://hdl.handle.net/10347/32250
UL http://hdl.handle.net/10347/32250
LA eng
NO Fernández-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), 5520-5523
NO This work was funded by the MINECO of Spain (CTQ2014-55208-P) and the Xunta de Galicia (GRC 2014/029)
DS Minerva
RD 23 abr 2026