铑（I）催化的[5 + 2]/[2 + 2]环加成串联反应构建含环丁烷稠合的[4-5-6-7]四环骨架
Rh(I)-Catalyzed [5 + 2]/[2 + 2] Cycloaddition Cascade to Access a Cyclobutane-Fused [4-5-6-7] Tetracyclic Framework.
作者信息
Zhang Bang-Hong, Bao Wen, Cheng Fu, Yu Ke-Yang, Wang Jia-Xuan, Zhang Zi-Hao, Dong Long-Jun, Xue Ze-Sen, Zhu Dao-Yong, Xu Xue-Tao, Wang Shao-Hua
机构信息
School of Pharmacy & State Key Laboratory of Applied Organic Chemistry & Collaborative Innovation Center for Northwestern Chinese Medicine, Lanzhou University, Lanzhou 730000, China.
School of Biotechnology and Health Science, Wuyi University, Jiangmen 529020, China.
出版信息
Org Lett. 2023 Apr 14;25(14):2405-2409. doi: 10.1021/acs.orglett.3c00466. Epub 2023 Apr 4.
A Rh(I)-catalyzed [5 + 2]/[2 + 2] cycloaddition cascade has been developed to afford a complex and highly strained [4-5-6-7] tetracyclic framework in good yields and excellent diastereoselectivities. During this transformation, three rings, three C-C bonds, and four contiguous stereocenters were formed efficiently. Mechanistically, the rare sterically congested multisubstituted cyclobutanes are constructed readily through Michael addition and a Mannich reaction cascade.
已开发出一种铑（I）催化的[5 + 2]/[2 + 2]环加成串联反应，以良好的产率和出色的非对映选择性得到一个复杂且高度张力的[4-5-6-7]四环骨架。在该转化过程中，高效地形成了三个环、三个碳-碳键和四个相邻的立体中心。从机理上讲，通过迈克尔加成和曼尼希反应串联可轻松构建罕见的空间拥挤的多取代环丁烷。
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