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Metalation of vinyltrimethylsilanes
Authors:Robert F Cunico
Institution:Department of Chemistry, Northern Illinois University, DeKalb, Illinois 60115 U.S.A.
Abstract:Metalation of vinyltrimethylsilane and both trans-(VIII) and cis-(IX) 1-(trimethylsilyl)-3,3-dimethyl-1-butene with organolithium/TMEDA complexes was explored. Vinyltrimethylsilane underwent exclusive addition of tert-butyllithium to the double bond. Metalation of (VIII) occurred only at the trimethylsilyl function, while (IX) afforded both α-silylvinyl and trimethylsilyl position metalation.
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