RT info:eu-repo/semantics/article
T1 α-Lithiated Aryl Benzyl Ethers: Inhibition of [1,2]-Wittig Rearrangement and Application to the Synthesis of Benzo[b]furan Derivatives
A1 Velasco, Rocío
A1 Feberero García, Claudia
A1 Sanz Díez, Roberto
K1 Chemistry, Organic
K1 Química orgánica
AB The use of t-BuLi at low temperature selectively leads to α-lithiation of benzyl phenyl ether generating a stable organolithium, which can be efficiently trapped with a variety of selected electrophiles prior to suffering the expected [1,2]-Wittig rearrangement. In the case of (o-alkynyl)phenyl benzyl ethers, the intermediate α-aryloxyorganolithium undergoes an unexpected anti intramolecular carbolithiation reaction leading to functionalized benzo[b]furan derivatives.
PB American Chemical Society
SN 1523-7060
YR 2015
FD 2015-09
LK http://hdl.handle.net/10259/4276
UL http://hdl.handle.net/10259/4276
LA eng
NO Junta de Castilla y León (BU237U13) andMinisterio de Economía y Competitividad (MINECO) andFEDER (CTQ2013-48937-C2-1-P)
DS Repositorio Institucional de la Universidad de Burgos
RD 11-dic-2024