Propargyl Alcohols as 尾-Oxocarbenoid Precursors for the Ruthenium-Catalyzed Cyclopropanation of Unactivated Olefins by Redox Isomerization

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• 作者：Barry M. Trost ; Alexander Breder ; B. Michael O鈥橩eefe ; Meera Rao ; Adam W. Franz
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：April 6, 2011
• 年：2011
• 卷：133
• 期：13
• 页码：4766-4769
• 全文大小：778K
• 年卷期：v.133,no.13(April 6, 2011)
• ISSN：1520-5126

文摘

An atom-economical method for the direct synthesis of [3.1.0]- and [4.1.0]-bicyclic frameworks via Ru-catalyzed redox bicycloisomerization of enynols is reported. The presented results highlight the unique reactivity profile of propargyl alcohols, which function as 尾-oxocarbene precursors, in the presence of a ruthenium(II) complex. Furthermore, a rare case of a formal vinylic C鈭扝 insertion reaction is described.