RT info:eu-repo/semantics/article T1 α-Lithiobenzyloxy as a Directed Metalation Group in ortho-Lithiation Reactions A1 Sedano Labrador, Carlos A1 Velasco, Rocío A1 Feberero García, Claudia A1 Suarez Pantiga, Samuel A1 Sanz Díez, Roberto K1 Functionalization K1 Ethers K1 Rearrangement K1 Reaction products K1 Pharmaceuticals K1 Química orgánica K1 Chemistry, Organic AB The α-lithiobenzyloxy group, easily generated from aryl benzyl ethers by selective α-lithiation with t-BuLi at low temperature, behaves as a directed metalation group (DMG) providing a direct access to o-lithiophenyl α-lithiobenzyl ethers. This ortho-directing effect is reinforced in substrates bearing an additional methoxy group at the meta position. The generated dianions can be reacted with a selection of electrophiles including carboxylic esters and dihalosilanes or germanes, which afford interesting benzofuran, sila(germa)dihydrobenzofuran, and silachroman derivatives from simple aryl benzyl ethers. PB American Chemical Society SN 1523-7060 YR 2020 FD 2020-08 LK http://hdl.handle.net/10259/5534 UL http://hdl.handle.net/10259/5534 LA eng NO Ministerio de Ciencia e Innovación and FEDER (CTQ2016-75023-C2-1-P), and Junta de Castilla y León and FEDER (BU291P18) DS Repositorio Institucional de la Universidad de Burgos RD 29-mar-2024