Highly Stereoselective Oxazaborolidinium Ion Catalyzed Synthesis of (Z)-Silyl Enol Ethers from Alkyl Aryl Ketones and Trimethylsilyldiazomethane

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• 作者：Byung Chul Kang ; Su Yong Shim ; Do Hyun Ryu
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：April 18, 2014
• 年：2014
• 卷：16
• 期：8
• 页码：2077-2079
• 全文大小：242K
• 年卷期：v.16,no.8(April 18, 2014)
• ISSN：1523-7052

文摘

Highly stereoselective (Z)-silyl enol ethers were prepared from alkyl aryl ketones and trimethylsilyldiazomethane (TMSD) using an oxazaborolidinium ion catalyst. In addition, ring-expanded silyl enol ethers were successfully constructed from cyclic ketones. Their synthetic utilities were shown by sequential Mukaiyama aldol and [2 + 2]-cycloaddition reactions.