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Article: Ruthenium(II) porphyrin catalyzed cyclopropanation of alkenes with tosylhydrazones

TitleRuthenium(II) porphyrin catalyzed cyclopropanation of alkenes with tosylhydrazones
Authors
Zhang, JLHong Chan, PWChe, CM
Issue Date2003
PublisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/tetlet
Citation
Tetrahedron Letters, 2003, v. 44 n. 48, p. 8733-8737 How to Cite?
DOI: http://dx.doi.org/10.1016/j.tetlet.2003.09.157
AbstractThe diastereoselective ruthenium(II) porphyrin catalyzed cyclopropanation of a variety of alkenes with aryl diazomethanes generated in situ from stable tosylhydrazone derivatives, was achieved in good to excellent yields (up to 92%) and product turnovers. The practical utility of [Ru II(p-Cl-TPP)(CO)] (H 2(p-Cl-TPP)=meso-tetrakis(p-chlorophenyl)porphyrin) 3 was illustrated in the synthesis of the potent HIV-1 reverse transcriptase inhibitor 10. Preferential formation of sulfone products for reactions involving o- and m-monosubstituted aryl tosylhydrazones demonstrated a hitherto unknown ruthenium(II) porphyrin catalyzed sulfonation reaction. © 2003 Elsevier Ltd. All rights reserved.
Persistent Identifierhttp://hdl.handle.net/10722/70397
ISSN
0040-4039
2021 Impact Factor: 2.032
2020 SCImago Journal Rankings: 0.541
ISI Accession Number ID
WOS:000186474400024
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorZhang, JLen_HK
dc.contributor.authorHong Chan, PWen_HK
dc.contributor.authorChe, CMen_HK
dc.date.accessioned2010-09-06T06:22:29Z-
dc.date.available2010-09-06T06:22:29Z-
dc.date.issued2003en_HK
dc.identifier.citationTetrahedron Letters, 2003, v. 44 n. 48, p. 8733-8737en_HK
dc.identifier.issn0040-4039en_HK
dc.identifier.urihttp://hdl.handle.net/10722/70397-
dc.description.abstractThe diastereoselective ruthenium(II) porphyrin catalyzed cyclopropanation of a variety of alkenes with aryl diazomethanes generated in situ from stable tosylhydrazone derivatives, was achieved in good to excellent yields (up to 92%) and product turnovers. The practical utility of [Ru II(p-Cl-TPP)(CO)] (H 2(p-Cl-TPP)=meso-tetrakis(p-chlorophenyl)porphyrin) 3 was illustrated in the synthesis of the potent HIV-1 reverse transcriptase inhibitor 10. Preferential formation of sulfone products for reactions involving o- and m-monosubstituted aryl tosylhydrazones demonstrated a hitherto unknown ruthenium(II) porphyrin catalyzed sulfonation reaction. © 2003 Elsevier Ltd. All rights reserved.en_HK
dc.languageengen_HK
dc.publisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/tetleten_HK
dc.relation.ispartofTetrahedron Lettersen_HK
dc.titleRuthenium(II) porphyrin catalyzed cyclopropanation of alkenes with tosylhydrazonesen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0040-4039&volume=44&spage=8733&epage=8737&date=2003&atitle=Ruthenium(II)+porphyrin+catalyzed+cyclopropanation+of+alkenes+with+tosylhydrazonesen_HK
dc.identifier.emailChe, CM:cmche@hku.hken_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/j.tetlet.2003.09.157en_HK
dc.identifier.scopuseid_2-s2.0-0142184532en_HK
dc.identifier.hkuros91628en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0142184532&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume44en_HK
dc.identifier.issue48en_HK
dc.identifier.spage8733en_HK
dc.identifier.epage8737en_HK
dc.identifier.isiWOS:000186474400024-
dc.publisher.placeUnited Kingdomen_HK
dc.identifier.scopusauthoridZhang, JL=7601343511en_HK
dc.identifier.scopusauthoridHong Chan, PW=13607033800en_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK
dc.identifier.issnl0040-4039-

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