Rhodium-Catalyzed Denitrogenative [3+2] Cycloaddition: Access to Functionalized Hydroindolones and the Framework of Montanine-Type Amaryllidaceae Alkaloids
Rhodium-Catalyzed Denitrogenative [3+2] Cycloaddition: Access to Functionalized Hydroindolones and the Framework of Montanine-Type Amaryllidaceae Alkaloids
复制标题
铑催化脱氮[3 2]环加成：获得功能化氢吲哚酮和山地石蒜科生物碱的框架
DOI：
10.1002/chem.201702893
复制
发表时间：
2017
影响因子：
4.3
通讯作者：
Zhai Hongbin
中科院分区：
文献类型：
--
作者：
Yang Hongjian;Hou Shengtai;Tao Cheng;Liu Zhao;Wang Chao;Cheng Bin;Li Yun;Zhai Hongbin
铑催化1 -磺酰- 1,2,3 -三唑与环硅基二烯醇醚的脱氮[3+2]环加成反应被用于合成功能化氢吲哚酮或相应的硅基醚。利用本方法构建了具有合成价值的双环[3.3.1]烯酮衍生物和含吡咯烷环的双环吲哚化合物。作为进一步的合成应用，立体选择性合成了5,11‐甲烷莫莫蓟丁‐3‐1，它与山地型amarylidaceae生物碱具有相同的关键骨架。
Rhodium‐catalyzed denitrogenative [3+2] cycloaddition of 1‐sulfonyl‐1,2,3‐triazoles with cyclic silyl dienol ethers has been developed for the synthesis of functionalized hydroindolones or their corresponding silyl ethers. The present method has been employed to construct synthetically valuable bicyclo[3.3.1]alkenone derivatives and pyrrolidine‐ring‐containing bicyclic indole compounds. As a further synthetic application, a stereoselective synthesis of 5,11‐methanomorphanthridin‐3‐one, which shares a key skeleton with montanine‐typeAmaryllidaceaealkaloids has been achieved by using this chemistry.