Miss Yinuo Zheng
Aziridines, are crucial motifs embedded in numerous natural products.1In the meanwhile, they are of great value for building block utility in organic synthesis.2
Figure 1 Aziridine-containing natural products
Nevertheless, the enantio-enriched N-H aziridine preparation has been scarcely reported. Based on the continuous investigation of copper hydride in our group3, the asymmetric reduction of 2H-azirines employing the catalytic amount of copper salt, chiral ligand, and stoichiometric silane has been studied. The investigation mainly involves the effect of different reductive silanes, nonracemic ligands, and temperatures. Finally, the aziridine could be obtained in 92% yield and 94:6 er.
- F. M. D. Ismail, D. O. Levitsky, V. M. Dembitsky, Eur. J. Med. Chem. 2009, 44, 3373. 2. Schneider, C. Angew. Chem., Int. Ed. 2009, 48, 2082.
- Y. Shi, J. Wang, Q. Yin, X. Zhang, P. Chiu, Org. Lett. 2021, 23, 5658 – 5663.