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Asymmetric alkylation of diarylmethane derivatives. Improved results using methoxyethoxy substituent
Authors:James A Wilkinson  Steven B Rossington  Nigel Hussain
Institution:a Centre for Drug Design, Biosciences Research Institute, Cockcroft Building, University of Salford, Salford M5 4WT, UK
b AstraZeneca Process R+D, Silk Road, Cheshire, Macclesfield SK10 2NG, UK
c GlaxoSmithKline Chemical Development, Old Powder Mills, Kent, Tonbridge TN11 9AN, UK
Abstract:Alkylation of 2-methoxyethoxyphenyl phenyl methane using sec-BuLi and (−)-sparteine has been carried out in excellent yields and up to 94% ee. The best results were obtained in allylation reactions but methylation, ethylation, benzylation and trimethylsilylation have all been carried out with acceptable ee.
Keywords:Asymmetric  Alkylation  Diarylmethane  Sparteine
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