Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)2: A facile one-pot procedure

Hoi-Lun Kwong; Di Liu; Ka-Yee Chan; Chi-Sing Lee; Ka-Hung Huang; Chi-Ming Che

doi:10.1016/j.tetlet.2004.03.107

Author(s)

Di Liu
Ka-Yee Chan
Chi-Sing Lee
Ka-Hung Huang
Chi-Ming Che

Detail(s)

Original language	English
Pages (from-to)	3965-3968
Journal / Publication	Tetrahedron Letters
Volume	45
Issue number	20
Publication status	Published - 10 May 2004

Link(s)

DOI	DOI https://doi.org/10.1016/j.tetlet.2004.03.107 Final Published version
	Check@CityULib
Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-1942504284&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(1c5bfc07-18ae-47ce-88d2-3975e87591b3).html

Abstract

A facile one-pot procedure for copper-catalyzed PhI(OAc) ₂-mediated asymmetric alkene aziridination had been developed. Commercially available PhI(OAc)₂ and sulfonamides were used to generate the nitrene precursors (PhI=NR) in situ for olefin aziridination. This one-pot procedure had been optimized using 4-nitrobenzenesulfonamide as the nitrene source. With 5mol% of the chiral copper catalyst, these conditions afforded 94% yield of the isolated product with 75% ee. We had also developed a simple and rapid method to monitor the rate of this one-pot aziridination. © 2004 Elsevier Ltd. All rights reserved.

Research Area(s)

Copper catalyst, Iodobenzene diacetate, One-pot asymmetric aziridination, Styrene, Sulfonamides

Citation Format(s)

[ RIS ] [ BibTeX ]

Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)₂: A facile one-pot procedure. / Kwong, Hoi-Lun; Liu, Di; Chan, Ka-Yee et al.
In: Tetrahedron Letters, Vol. 45, No. 20, 10.05.2004, p. 3965-3968.

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

Kwong, H-L, Liu, D, Chan, K-Y, Lee, C-S, Huang, K-H & Che, C-M 2004, 'Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)₂: A facile one-pot procedure', Tetrahedron Letters, vol. 45, no. 20, pp. 3965-3968. https://doi.org/10.1016/j.tetlet.2004.03.107

Kwong, H.-L., Liu, D., Chan, K.-Y., Lee, C.-S., Huang, K.-H., & Che, C.-M. (2004). Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)₂: A facile one-pot procedure. Tetrahedron Letters, 45(20), 3965-3968. https://doi.org/10.1016/j.tetlet.2004.03.107

Kwong HL, Liu D, Chan KY, Lee CS, Huang KH, Che CM. Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)₂: A facile one-pot procedure. Tetrahedron Letters. 2004 May 10;45(20):3965-3968. doi: 10.1016/j.tetlet.2004.03.107

Kwong, Hoi-Lun ; Liu, Di ; Chan, Ka-Yee et al. / Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)₂ : A facile one-pot procedure. In: Tetrahedron Letters. 2004 ; Vol. 45, No. 20. pp. 3965-3968.

Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)2 : A facile one-pot procedure