InCl3/I2-Catalyzed Cross-Coupling of Alkyl Trimethylsilyl Ethers and Allylsilanes via an in Situ Derived Combined Lewis Acid of InCl3 and Me3SiI

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• 作者：Takahiro Saito ; Yoshihiro Nishimoto ; Makoto Yasuda ; Akio Baba
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：October 26, 2007
• 年：2007
• 卷：72
• 期：22
• 页码：8588 - 8590
• 全文大小：91K
• 年卷期：v.72,no.22(October 26, 2007)
• ISSN：1520-6904

文摘

Direct C_sp3-C_sp3 coupling of various aliphatic trimethylsilylethers and allylsilanes is effectively catalyzed by InCl₃ andI₂. The transformation is thought to involve an in situ-derivedcombined Lewis acid of InCl₃ and Me₃SiI. The reaction canbe used for the construction of quaternary-quaternary andquaternary-tertiary carbon-carbon bonds. This systemenabled a highly chemoselective coupling to be conductedwith a trimethylsilyl ether including an aryl halide moiety.Furthermore, couplings were possible using an alkynyltrimethylsilane and a trimethylsilyl ketene acetal.