Synthesis of 1-acetyl-2-silyoxycycloheptane derivatives via highly stereoselective formal [5+2] cycloaddition reaction |
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| Authors: | Mami Kudo Fumikatsu Kondo Hideki Maekawa Tadashi Shimizu Masaaki Miyashita Keiji Tanino |
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| Institution: | 1. Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan;2. Department of Pharmacy, Hyogo University of Health Sciences, Minatojima Chuo-ku, Kobe 650-8530, Japan |
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| Abstract: | 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. |
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| Keywords: | Cycloheptane Dicobalt acetylene complex Cycloaddition reaction Enol silyl ether |
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