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Transition-metal catalyzed silylmetalation of allenes
Authors:Yoshitomi Morizawa  Hiroji Oda  Koichiro Oshima  Hitosi Nozaki
Institution:Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Kyoto 606, Japan
Abstract:Addition of PhMe2SiMgMe, (PhMe2Si)2Zn, or PhMe2SiAlEt2 to allenes proceeds in the presence of various transition-metal catalysts. Whereas copper catalyzed silylmagnesation of 1,2-cyclononadiene gives 1-dimethyl-phenylsilyl-1-cyclononene exclusively, palladium catalyzed silylalumination affords 3-dimethylphenylsilyl-1-cyclononene preferentially with high degrees of regioselectivity.
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