Sun Yi, Huang Xiaobing, Ren Jun, Wang Zhongwen
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, China.
Nat Commun. 2024 Oct 24;15(1):9206. doi: 10.1038/s41467-024-53562-1.
Angular tricyclic and polycyclic skeletons feature typical cores in an intriguing type of natural products. We herein report the Lewis acids-catalyzed dearomative (3 + 2) cycloadditions of donor-acceptor cyclopropanes with benzene ring, by which structurally complex and diverse angular tricyclic and polycyclic carbocycles were efficiently constructed from cheap and easily available feedstock and with convenient operation. This is also the example of (3 + 2) cycloaddition of a C3-synthon with the C = C of benzene. We believe this will demonstrate its potential in the total syntheses of natural products and drug discovery.
角型三环和多环骨架是一类有趣的天然产物中的典型核心结构。我们在此报道了路易斯酸催化的给体-受体环丙烷与苯环的脱芳构化(3+2)环加成反应,通过该反应可以从廉价易得的原料出发,以简便的操作高效构建结构复杂多样的角型三环和多环碳环。这也是一个C3合成子与苯的C=C进行(3+2)环加成的例子。我们相信这将在天然产物全合成和药物发现中展现其潜力。