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Article: Isomerization of electron-poor alkynes to the corresponding (E, E)-1,3-dienes using a bifunctional polymeric catalyst bearing triphenylphosphine and phenol groups

TitleIsomerization of electron-poor alkynes to the corresponding (E, E)-1,3-dienes using a bifunctional polymeric catalyst bearing triphenylphosphine and phenol groups
Authors
Keywordsalkyne isomerization
dienes
organocatalysis
phenol
polymer-supported catalyst
triphenylphosphine
Issue Date2010
PublisherGeorg Thieme Verlag. The Journal's web site is located at http://www.thieme-chemistry.com/thieme-chemistry/journals/info/synlett/index.shtml
Citation
Synlett, 2010 n. 17, p. 2617-2620 How to Cite?
AbstractThe use of a bifunctional non-cross-linked polystyrene bearing both phosphine and phenol groups for the organocatalytic isomerization of alkynes bearing electron-withdrawing ester substituents to afford the corresponding (E,E)-dienes in excellent yield and stereoselectivity is described. When polystyrene functionalized with only phosphine groups was used as the catalyst, either low or no yield of the desired product was obtained. Thus both of the functional groups of the bifunctional polystyrene catalyst were essential for efficient catalysis to occur. This bifunctional polymeric catalyst was also used to synthesize (E,E,E)-trienes and (E,E)-diene-substituted 2(H)-pyran-2-ones from the corresponding alkynes. © Georg Thieme Verlag Stuttgart New York.
Persistent Identifierhttp://hdl.handle.net/10722/139009
ISSN
2015 Impact Factor: 2.323
2015 SCImago Journal Rankings: 0.908
ISI Accession Number ID
Funding AgencyGrant Number
University of Hong Kong
Research Grants Council of the Hong Kong S. A. R, P. R. of ChinaHKU 704108P
Funding Information:

This research was supported financially by the University of Hong Kong and the Research Grants Council of the Hong Kong S. A. R, P. R. of China (Project No. HKU 704108P).

References
Grants

 

DC FieldValueLanguage
dc.contributor.authorKwong, CKWen_HK
dc.contributor.authorFu, MYen_HK
dc.contributor.authorLaw, HCHen_HK
dc.contributor.authorToy, PHen_HK
dc.date.accessioned2011-09-23T05:44:03Z-
dc.date.available2011-09-23T05:44:03Z-
dc.date.issued2010en_HK
dc.identifier.citationSynlett, 2010 n. 17, p. 2617-2620en_HK
dc.identifier.issn0936-5214en_HK
dc.identifier.urihttp://hdl.handle.net/10722/139009-
dc.description.abstractThe use of a bifunctional non-cross-linked polystyrene bearing both phosphine and phenol groups for the organocatalytic isomerization of alkynes bearing electron-withdrawing ester substituents to afford the corresponding (E,E)-dienes in excellent yield and stereoselectivity is described. When polystyrene functionalized with only phosphine groups was used as the catalyst, either low or no yield of the desired product was obtained. Thus both of the functional groups of the bifunctional polystyrene catalyst were essential for efficient catalysis to occur. This bifunctional polymeric catalyst was also used to synthesize (E,E,E)-trienes and (E,E)-diene-substituted 2(H)-pyran-2-ones from the corresponding alkynes. © Georg Thieme Verlag Stuttgart New York.en_HK
dc.languageengen_US
dc.publisherGeorg Thieme Verlag. The Journal's web site is located at http://www.thieme-chemistry.com/thieme-chemistry/journals/info/synlett/index.shtmlen_HK
dc.relation.ispartofSynletten_HK
dc.rightsSynlett. Copyright © Georg Thieme Verlag.-
dc.subjectalkyne isomerizationen_HK
dc.subjectdienesen_HK
dc.subjectorganocatalysisen_HK
dc.subjectphenolen_HK
dc.subjectpolymer-supported catalysten_HK
dc.subjecttriphenylphosphineen_HK
dc.titleIsomerization of electron-poor alkynes to the corresponding (E, E)-1,3-dienes using a bifunctional polymeric catalyst bearing triphenylphosphine and phenol groupsen_HK
dc.typeArticleen_HK
dc.identifier.emailToy, PH:phtoy@hkucc.hku.hken_HK
dc.identifier.authorityToy, PH=rp00791en_HK
dc.description.naturelink_to_OA_fulltext-
dc.identifier.doi10.1055/s-0030-1258576en_HK
dc.identifier.scopuseid_2-s2.0-77958062790en_HK
dc.identifier.hkuros195887en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-77958062790&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume17en_US
dc.identifier.issue17en_HK
dc.identifier.spage2617en_HK
dc.identifier.epage2620en_HK
dc.identifier.isiWOS:000283049600018-
dc.publisher.placeGermanyen_HK
dc.relation.projectMultifunctional Polymeric Reagents and Catalysts for Organic Synthesis-
dc.identifier.scopusauthoridKwong, CKW=13306659700en_HK
dc.identifier.scopusauthoridFu, MY=24576708700en_HK
dc.identifier.scopusauthoridLaw, HCH=36618864500en_HK
dc.identifier.scopusauthoridToy, PH=7006579247en_HK

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