2023-09-132023-09-132014Xiong, Y., Qian, P., Cao, C., Mei, H., Han, J., Li, G., & Pan, Y.. 2014. One-pot stereoselective synthesis of α,β-differentiated diamino esters via the sequence of aminochlorination, aziridination and intermolecular SN2 reaction. Beilstein Journal of Organic Chemistry, 10. https://doi.org/10.3762/bjoc.10.189https://doi.org/10.3762/bjoc.10.189https://hdl.handle.net/2346/96037cc-byWe report here an efficient one-pot method for the synthesis of α,β-differentiated diamino esters directly from cinnamate esters using N,N-dichloro-p-toluenesulfonamide and benzylamine as nitrogen sources. The key transformations include a Cu-catalyzed aminohalogenation and aziridination, followed by an intermolecular SN2 nucleophilic ring opening by benzylamine. The reactions feature a wide scope of substrates and proceed with excellent stereo- and regioselectivity (anti:syn >99:1). © 2014 Xiong et al; licensee Beilstein-Institut.engAminohalogenationDiaminationOne-potStereoselectivityα,β-diamino esterArticle