One-pot stereoselective synthesis of α,β-differentiated diamino esters via the sequence of aminochlorination, aziridination and intermolecular SN2 reaction

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dc.creatorXiong, Yiwen
dc.creatorQian, Ping
dc.creatorCao, Chenhui
dc.creatorMei, Haibo
dc.creatorHan, Jianlin
dc.creatorLi, Guigen (TTU)
dc.creatorPan, Yi
dc.date.accessioned2023-09-13T18:58:53Z
dc.date.available2023-09-13T18:58:53Z
dc.date.issued2014
dc.descriptioncc-by
dc.description.abstractWe 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.
dc.identifier.citationXiong, 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.10.189
dc.identifier.urihttps://doi.org/10.3762/bjoc.10.189
dc.identifier.urihttps://hdl.handle.net/2346/96037
dc.language.isoeng
dc.subjectAminohalogenation
dc.subjectDiamination
dc.subjectOne-pot
dc.subjectStereoselectivity
dc.subjectα,β-diamino ester
dc.titleOne-pot stereoselective synthesis of α,β-differentiated diamino esters via the sequence of aminochlorination, aziridination and intermolecular SN2 reaction
dc.typeArticle

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