Synthesis of 1-acetyl-2-silyoxycycloheptane derivatives via highly stereoselective formal [5+2] cycloaddition reaction

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• 作者：Mami Kudo ; Fumikatsu Kondo ; Hideki Maekawa ; Tadashi Shimizu ; Masaaki Miyashita ; Keiji Tanino
• 关键词：Cycloheptane ; Dicobalt acetylene complex ; Cycloaddition reaction ; Enol silyl ether
• 刊名：Tetrahedron Letters
• 出版年：5 February, 2014
• 年：2014
• 卷：55
• 期：6
• 页码：1192-1195
• 全文大小：1657 K

文摘

A stereoselective [5+2] cycloaddition reaction using a new five-carbon unit, that has a dicobalt acetylene complex moiety and an enol silyl ether moiety, was developed. In the presence of a Lewis acid, the five-carbon unit reacted with an enol triisopropylsilyl ether to give a 1-acetyl-2-silyoxycycloheptane derivative, in which the three contiguous substituents on the seven-membered ring arrange cis to each other.