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New stabilising groups for lateral lithiation of ortho-cresol derivatives and a new route to 2-substituted chromans
Authors:James A Wilkinson  Eun-Ang Raiber  Sylvie Ducki
Institution:Centre for Molecular Drug Design, Biosciences Research Institute, Cockcroft Building, University of Salford, Salford M5 4WT, UK
Abstract:2-(2-Methoxyethoxy)-toluene and 2-(2-dimethylaminoethoxy)-toluene have been lithiated using sec-BuLi under a variety of conditions and the laterally lithiated species trapped with electrophiles, including but-1-ene oxide, leading to a new synthesis of 2-ethylchroman.
Keywords:Lateral lithiation  Alkylation  ortho-Cresol  Chromans
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