American Chemical Society
jo2c00287_si_001.pdf (11.29 MB)

Construction of Bridged Aza- and Oxa‑[n.2.1] Skeletons via an Intramolecular Formal [3+2] Cycloaddition of Aziridines and Epoxides with Electron-Deficient Alkenes

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journal contribution
posted on 2022-04-19, 17:14 authored by Siyang Xing, Yuhan Wang, Changkun Jin, Shaochen Shi, Yihui Zhang, Ziya Liao, Kui Wang, Bolin Zhu
An intramolecular formal [3+2] cycloaddition of activated aziridines and epoxides with electron-deficient alkene has been developed for the general and efficient construction of bridged aza- and oxa-[n.2.1] (n = 3 or 4) skeletons. This strategy can be efficiently promoted by lithium iodide. To demonstrate its potential, the intramolecular formal [3+2] cycloaddition was used to access the important intermediate of homoepiboxidine.