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Synthesis of polysubstituted fused pyrrolidines via [2 + 2]/[2 + 3] cycloaddition of azomethine ylides
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-06-05 , DOI: 10.1039/d4qo00483c
Chunyan Ou 1 , Jian Wang 1 , Pingping Yin 1 , Bin Chen 1 , Ping Hu 1 , Bi-Qin Wang 1 , Peng Cao 1 , Minghui Xu 1
Affiliation  

A general approach to dense substitution patterns via [2 + 2]/[2 + 3] cycloaddition between nonstabilized azomethine ylides, alkynes and silyl enol ethers is elaborated. This approach not only allowed the preparation of novel molecules, but also significantly simplified the synthesis of the existing ones. 3-Azabicyclo[3.2.0]heptanes which contain polysubstituted cyclobutanes could be obtained in medium to good yields with excellent diastereoselectivities.

中文翻译:


通过偶氮甲碱叶立德的[2 + 2]/[2 + 3]环加成合成多取代稠合吡咯烷



阐述了通过不稳定的偶氮甲碱叶立德、炔烃和硅烯醇醚之间的 [2 + 2]/[2 + 3] 环加成实现密集取代模式的一般方法。这种方法不仅可以制备新型分子,还可以显着简化现有分子的合成。含有多取代环丁烷的3-氮杂双环[3.2.0]庚烷可以中等至良好的产率获得,并且具有优异的非对映选择性。
更新日期:2024-06-10
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