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
posted on 2022-04-19, 17:14authored bySiyang 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.