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Article: Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)2: A facile one-pot procedure
Title | Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)2: A facile one-pot procedure |
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Authors | |
Keywords | Copper catalyst Iodobenzene diacetate One-pot asymmetric aziridination Styrene Sulfonamides |
Issue Date | 2004 |
Publisher | Pergamon. The Journal's web site is located at http://www.elsevier.com/locate/tetlet |
Citation | Tetrahedron Letters, 2004, v. 45 n. 20, p. 3965-3968 How to Cite? |
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. |
Persistent Identifier | http://hdl.handle.net/10722/70116 |
ISSN | 2023 Impact Factor: 1.5 2023 SCImago Journal Rankings: 0.323 |
ISI Accession Number ID | |
References |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kwong, HL | en_HK |
dc.contributor.author | Liu, D | en_HK |
dc.contributor.author | Chan, KY | en_HK |
dc.contributor.author | Lee, CS | en_HK |
dc.contributor.author | Huang, KH | en_HK |
dc.contributor.author | Che, CM | en_HK |
dc.date.accessioned | 2010-09-06T06:19:52Z | - |
dc.date.available | 2010-09-06T06:19:52Z | - |
dc.date.issued | 2004 | en_HK |
dc.identifier.citation | Tetrahedron Letters, 2004, v. 45 n. 20, p. 3965-3968 | en_HK |
dc.identifier.issn | 0040-4039 | en_HK |
dc.identifier.uri | http://hdl.handle.net/10722/70116 | - |
dc.description.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. | en_HK |
dc.language | eng | en_HK |
dc.publisher | Pergamon. The Journal's web site is located at http://www.elsevier.com/locate/tetlet | en_HK |
dc.relation.ispartof | Tetrahedron Letters | en_HK |
dc.subject | Copper catalyst | en_HK |
dc.subject | Iodobenzene diacetate | en_HK |
dc.subject | One-pot asymmetric aziridination | en_HK |
dc.subject | Styrene | en_HK |
dc.subject | Sulfonamides | en_HK |
dc.title | Copper(I)-catalyzed asymmetric alkene aziridination mediated by PhI(OAc)2: A facile one-pot procedure | en_HK |
dc.type | Article | en_HK |
dc.identifier.openurl | http://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0040-4039&volume=45&spage=3965&epage=3968&date=2004&atitle=Copper(I)-catalyzed+asymmetric+alkene+aziridination+mediated+by+PhI(OAc)2:+a+facile+one-pot+procedure | en_HK |
dc.identifier.email | Che, CM:cmche@hku.hk | en_HK |
dc.identifier.authority | Che, CM=rp00670 | en_HK |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1016/j.tetlet.2004.03.107 | en_HK |
dc.identifier.scopus | eid_2-s2.0-1942504284 | en_HK |
dc.identifier.hkuros | 94191 | en_HK |
dc.relation.references | http://www.scopus.com/mlt/select.url?eid=2-s2.0-1942504284&selection=ref&src=s&origin=recordpage | en_HK |
dc.identifier.volume | 45 | en_HK |
dc.identifier.issue | 20 | en_HK |
dc.identifier.spage | 3965 | en_HK |
dc.identifier.epage | 3968 | en_HK |
dc.identifier.isi | WOS:000221201900028 | - |
dc.publisher.place | United Kingdom | en_HK |
dc.identifier.scopusauthorid | Kwong, HL=35569416300 | en_HK |
dc.identifier.scopusauthorid | Liu, D=8891605500 | en_HK |
dc.identifier.scopusauthorid | Chan, KY=36915709900 | en_HK |
dc.identifier.scopusauthorid | Lee, CS=35201187300 | en_HK |
dc.identifier.scopusauthorid | Huang, KH=7403187706 | en_HK |
dc.identifier.scopusauthorid | Che, CM=7102442791 | en_HK |
dc.identifier.issnl | 0040-4039 | - |