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Synthesis of oxa-bridged carbocycles via rhodium/Lewis acid catalyzed [3 + 3] and [4 + 3] cycloadditions of carbonyl ylides with donor–acceptor strained carbocycles
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-11-06 , DOI: 10.1039/d4qo01831a Jiale Li, Lingfei Wang, Pei-Nian Liu, Xingguang Li
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-11-06 , DOI: 10.1039/d4qo01831a Jiale Li, Lingfei Wang, Pei-Nian Liu, Xingguang Li
A method for cooperative rhodium/Lewis acid-catalyzed [3 + 3] and [4 + 3] cycloadditions of carbonyl ylides with donor–acceptor (D–A) strained carbocycles is described. It affords access to a wide range of structurally diverse oxa-bridged carbocycles with high efficiency and stereoselectivity. This method operates under mild conditions, exhibits good step and atom economy, and can be extended to [3 + 2] cycloadditions with D–A 1,2-dipoles, enabling the construction of oxa-bridged spirocycles.
中文翻译:
通过铑/路易斯酸催化的羰基酰基化物的 [3 + 3] 和 [4 + 3] 环加成反应与供体-受体应变碳环合成氧杂桥式碳环
描述了一种铑/路易斯酸催化的羰基酰基化物与供体-受体 (D-A) 菌株碳环的协同 [3 + 3] 和 [4 + 3] 环加成反应的方法。它提供了各种结构多样的 oxa 桥式碳环,具有高效率和立体选择性。该方法在温和的条件下运行,表现出良好的步长和原子经济性,并且可以扩展到具有 D-A 1,2-偶极子的 [3 + 2] 环加成反应,从而能够构建氧杂桥式螺环。
更新日期:2024-11-06
中文翻译:
通过铑/路易斯酸催化的羰基酰基化物的 [3 + 3] 和 [4 + 3] 环加成反应与供体-受体应变碳环合成氧杂桥式碳环
描述了一种铑/路易斯酸催化的羰基酰基化物与供体-受体 (D-A) 菌株碳环的协同 [3 + 3] 和 [4 + 3] 环加成反应的方法。它提供了各种结构多样的 oxa 桥式碳环,具有高效率和立体选择性。该方法在温和的条件下运行,表现出良好的步长和原子经济性,并且可以扩展到具有 D-A 1,2-偶极子的 [3 + 2] 环加成反应,从而能够构建氧杂桥式螺环。