Csp3–P versus Csp2–P Bond Formation: Catalyst-Controlled Highly Regioselective Tandem Reaction of Ene-Yne-Ketones with H-Phosphonates

详细信息    查看全文

• 作者：Yue Yu ; Songjian Yi ; Chuanle Zhu ; Weigao Hu ; Bingjie Gao ; Yang Chen ; Wanqing Wu ; Huanfeng Jiang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：February 5, 2016
• 年：2016
• 卷：18
• 期：3
• 页码：400-403
• 全文大小：379K
• ISSN：1523-7052

文摘

Under copper-catalyzed or base-promoted conditions, a wide range of ene-yne-ketones react with H-phosphonates to afford various phosphorylated furans in good yields. A copper carbene generation or a Michael addition is proposed as the key step in the selective construction of the Csp³–P or Csp²–P bond, which is supported by carbene capture reactions and interval ³¹P NMR experiments. Furthermore, this method features inexpensive metal catalysts, no usage of oxidant, and high atom economy, which make it attractive and practical.