Controlled Ring-Opening of Siloxydifluorocyclopropanes for Carbocyclization: Synthesis of Difluorocyclopentenones

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• 作者：Xiaoning Song ; Shuangquan Tian ; Ziming Zhao ; Dongsheng Zhu ; Mang Wang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：18
• 期：14
• 页码：3414-3417
• 全文大小：367K
• 年卷期：0
• ISSN：1523-7052

文摘

A highly controlled ring opening of siloxydifluorocyclopropanes, formed by nBuN₄Br-catalyzed difluorocyclopropanation of methyl vinyl ketones bearing a β-alkylthio group by using TMSCF₂Br as a unique difluorocarbene source, results in metal difluorohomoenolates with assistance of copper or silver followed by an intramolecular addition and elimination reaction leading to α-gem-difluorocyclopentenones efficiently.