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Article: Polymer-supported thioanisole: A versatile platform for organic synthesis reagents

TitlePolymer-supported thioanisole: A versatile platform for organic synthesis reagents
Authors
KeywordsEpoxide
JandaJel™
Thioanisole
Issue Date2004
PublisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/tet
Citation
Tetrahedron, 2004, v. 60 n. 12, p. 2875-2879 How to Cite?
AbstractA new cross-linked polystyrene-supported thioanisole reagent is reported. This reagent incorporates the flexible JandaJel™ cross-linker and can be treated with methyl trifluoromethanesulfonate to form the corresponding sulfonium salt. This salt can in turn be deprotonated to form a polymer-supported sulfur ylide that is able to react with aldehydes and ketones to form epoxides. The thioanisole reagent can also be oxidized to form an insoluble sulfoxide reagent that is useful in Swern oxidation reactions. In these reactions, the polymer-supported thioanisole-based reagents can be recovered, regenerated and reused. © 2004 Elsevier Ltd. All rights reserved.
Persistent Identifierhttp://hdl.handle.net/10722/54257
ISSN
2015 Impact Factor: 2.645
2015 SCImago Journal Rankings: 0.991
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorChoi, MKWen_HK
dc.contributor.authorToy, PHen_HK
dc.date.accessioned2009-04-03T07:41:19Z-
dc.date.available2009-04-03T07:41:19Z-
dc.date.issued2004en_HK
dc.identifier.citationTetrahedron, 2004, v. 60 n. 12, p. 2875-2879en_HK
dc.identifier.issn0040-4020en_HK
dc.identifier.urihttp://hdl.handle.net/10722/54257-
dc.description.abstractA new cross-linked polystyrene-supported thioanisole reagent is reported. This reagent incorporates the flexible JandaJel™ cross-linker and can be treated with methyl trifluoromethanesulfonate to form the corresponding sulfonium salt. This salt can in turn be deprotonated to form a polymer-supported sulfur ylide that is able to react with aldehydes and ketones to form epoxides. The thioanisole reagent can also be oxidized to form an insoluble sulfoxide reagent that is useful in Swern oxidation reactions. In these reactions, the polymer-supported thioanisole-based reagents can be recovered, regenerated and reused. © 2004 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/teten_HK
dc.relation.ispartofTetrahedronen_HK
dc.rightsCreative Commons: Attribution 3.0 Hong Kong License-
dc.subjectEpoxideen_HK
dc.subjectJandaJel™en_HK
dc.subjectThioanisoleen_HK
dc.titlePolymer-supported thioanisole: A versatile platform for organic synthesis reagentsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0040-4020&volume=60&issue=12&spage=2875&epage=2879&date=2004&atitle=Polymer-supported+thioanisole:+a+versatile+platform+for+organic+synthesis+reagentsen_HK
dc.identifier.emailToy, PH:phtoy@hkucc.hku.hken_HK
dc.identifier.authorityToy, PH=rp00791en_HK
dc.description.naturepostprinten_HK
dc.identifier.doi10.1016/j.tet.2004.01.074en_HK
dc.identifier.scopuseid_2-s2.0-1542345559en_HK
dc.identifier.hkuros90424-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-1542345559&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume60en_HK
dc.identifier.issue12en_HK
dc.identifier.spage2875en_HK
dc.identifier.epage2879en_HK
dc.identifier.isiWOS:000220257900018-
dc.publisher.placeUnited Kingdomen_HK
dc.identifier.scopusauthoridChoi, MKW=7402093591en_HK
dc.identifier.scopusauthoridToy, PH=7006579247en_HK

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