Chemistry Letters

Mg-Promoted Regioselective Carbon-Silylation of. ALPHA.-Phosphorylacrylate Derivatives.

…, T Yokoyama, T Kuwahara, H Maekawa, I Nishiguchi

Index: Kyoda, Makoto; Yokoyama, Takamichi; Kuwahara, Takeshi; Maekawa, Hirofumi; Nishiguchi, Ikuzo Chemistry Letters, 2002 , # 2 p. 228 - 229

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Citation Number: 7

Abstract

Treatment of aromatic α-phosphorylacrylate derivatives 1a-h with Mg turnings in the presence of trimethylsilyl chloride brought about facile and regioselective C-silylation to give the corresponding β-silylated phosphonates 2a-h in excellent yields. The reaction took place smoothly for activated olefins possessing appropriate reduction potentials and may be initiated by electron transfer from Mg to 1a-h.