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- Publisher Website: 10.1021/ol050003m
- Scopus: eid_2-s2.0-18244385976
- PMID: 15760144
- WOS: WOS:000227621000032
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Article: Ruthenium-catalyzed stereoselective intramolecular carbenoid C-H insertion for β- and γ-lactam formations by decomposition of α-diazoacetamides
Title | Ruthenium-catalyzed stereoselective intramolecular carbenoid C-H insertion for β- and γ-lactam formations by decomposition of α-diazoacetamides |
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Authors | |
Issue Date | 2005 |
Publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html |
Citation | Organic Letters, 2005, v. 7 n. 6, p. 1081-1084 How to Cite? |
Abstract | (Chemical Equation Presented) An operationally simple catalytic system based on [RuCl2(p-cymene)2] was developed for stereoselective cyclization of α-diazoacetamides by intramolecular carbenoid C-H insertion, and β-lactams were produced in excellent yields and >99% cis-stereoselectivity. The Ru-catalyzed reactions can be performed without the need for slow addition of diazo compounds and inert atmosphere. With α-diazoanilides as substrate, the carbenoid insertion was directed selectively to aromatic C-H bond leading to γ-lactam formation (>95% yield). © 2005 American Chemical Society. |
Persistent Identifier | http://hdl.handle.net/10722/167916 |
ISSN | 2023 Impact Factor: 4.9 2023 SCImago Journal Rankings: 1.245 |
ISI Accession Number ID | |
References |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Choi, MKW | en_US |
dc.contributor.author | Yu, WY | en_US |
dc.contributor.author | Che, CM | en_US |
dc.date.accessioned | 2012-10-08T03:12:54Z | - |
dc.date.available | 2012-10-08T03:12:54Z | - |
dc.date.issued | 2005 | en_US |
dc.identifier.citation | Organic Letters, 2005, v. 7 n. 6, p. 1081-1084 | en_US |
dc.identifier.issn | 1523-7060 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/167916 | - |
dc.description.abstract | (Chemical Equation Presented) An operationally simple catalytic system based on [RuCl2(p-cymene)2] was developed for stereoselective cyclization of α-diazoacetamides by intramolecular carbenoid C-H insertion, and β-lactams were produced in excellent yields and >99% cis-stereoselectivity. The Ru-catalyzed reactions can be performed without the need for slow addition of diazo compounds and inert atmosphere. With α-diazoanilides as substrate, the carbenoid insertion was directed selectively to aromatic C-H bond leading to γ-lactam formation (>95% yield). © 2005 American Chemical Society. | en_US |
dc.language | eng | en_US |
dc.publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html | en_US |
dc.relation.ispartof | Organic Letters | en_US |
dc.subject.mesh | Catalysis | en_US |
dc.subject.mesh | Cyclization | en_US |
dc.subject.mesh | Diazonium Compounds - Chemistry | en_US |
dc.subject.mesh | Lactams - Chemical Synthesis | en_US |
dc.subject.mesh | Molecular Structure | en_US |
dc.subject.mesh | Ruthenium - Chemistry | en_US |
dc.subject.mesh | Stereoisomerism | en_US |
dc.title | Ruthenium-catalyzed stereoselective intramolecular carbenoid C-H insertion for β- and γ-lactam formations by decomposition of α-diazoacetamides | en_US |
dc.type | Article | en_US |
dc.identifier.email | Che, CM:cmche@hku.hk | en_US |
dc.identifier.authority | Che, CM=rp00670 | en_US |
dc.description.nature | link_to_subscribed_fulltext | en_US |
dc.identifier.doi | 10.1021/ol050003m | en_US |
dc.identifier.pmid | 15760144 | - |
dc.identifier.scopus | eid_2-s2.0-18244385976 | en_US |
dc.identifier.hkuros | 107032 | - |
dc.relation.references | http://www.scopus.com/mlt/select.url?eid=2-s2.0-18244385976&selection=ref&src=s&origin=recordpage | en_US |
dc.identifier.volume | 7 | en_US |
dc.identifier.issue | 6 | en_US |
dc.identifier.spage | 1081 | en_US |
dc.identifier.epage | 1084 | en_US |
dc.identifier.isi | WOS:000227621000032 | - |
dc.publisher.place | United States | en_US |
dc.identifier.scopusauthorid | Choi, MKW=7402093591 | en_US |
dc.identifier.scopusauthorid | Yu, WY=7403913673 | en_US |
dc.identifier.scopusauthorid | Che, CM=7102442791 | en_US |
dc.identifier.issnl | 1523-7052 | - |