Manganese-Catalyzed Silylmagnesiation of Acetylenes and 1, 3-Dienes.

J Tang, H Shinokubo, K Oshima

Index: Tang, Jun; Shinokubo, Hiroshi; Oshima, Koichiro Bulletin of the Chemical Society of Japan, 1997 , vol. 70, # 1 p. 245 - 251

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Citation Number: 15

Abstract

The treatment of 4-benzyloxy-1-butyne with PhMe 2 SiMgMe in the presence of a catalytic amount of MnCl 2 gave a monosilylated product,(E)-PhCH 2 OCH 2 CH 2 CH= CHSiMe 2 Ph, selectively after an aqueous workup. Meanwhile, the reaction of isoprene with PhMe 2 SiMgMe under manganese catalysis and the subsequent addition of iodomethane afforded 4-dimethylphenylsilyl-2, 3-dimethyl-1-butene in good yield.