Copper(I)-Catalyzed Borylative exo-Cyclization of Alkenyl Halides Containing Unactivated Double Bond

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• 作者：Koji Kubota ; Eiji Yamamoto ; Hajime Ito
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：February 20, 2013
• 年：2013
• 卷：135
• 期：7
• 页码：2635-2640
• 全文大小：417K
• 年卷期：v.135,no.7(February 20, 2013)
• ISSN：1520-5126

文摘

A borylative exo-cyclization of alkenyl halides has been reported. The reaction includes the regioselective addition of a borylcopper(I) intermediate to unactivated terminal alkenes, followed by the intramolecular substitution of the resulting alkylcopper(I) moiety for the halide leaving groups. Experimental and theoretical investigations of the reaction mechanism have also been described. This reaction provides a new method for the synthesis of alkylboronates containing strained cycloalkyl structures from simple starting materials.