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College of Natural Sciences(자연과학대학)Dept. of Chemistry(화학과)CH-Journal Papers(저널논문)

Highly regioselective cleavages and iodinations of cyclic ethers utilizing SmI2

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dc.contributor.authorKwon, DWko
dc.contributor.authorKim, Yong Haeko
dc.contributor.authorLee, Kko
dc.date.accessioned2013-03-04T01:11:19Z-
dc.date.available2013-03-04T01:11:19Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2002-12-
dc.identifier.citationJOURNAL OF ORGANIC CHEMISTRY, v.67, no.26, pp.9488 - 9491-
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/10203/81235-
dc.description.abstractVarious functionalized cyclic ethers such as oxiranes, oxetanes, and tetrahydrofurans have been prepared, and the regiochemistry of their ring opening with samarium diiodide and acyl chloride or anhydride has been investigated. Alkyl- substituted oxetane 5 and tetrahydrofurans 1 and 2 show almost no regioselectivity. However, high regioselectivities from the branched cyclic ethers (3, 8, 9, and 10) containing ethereal or hydroxyl moieties have been observed. This is probably the result of the bidentate chelated species between samarium and oxygen.-
dc.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.subjectACID-CHLORIDES-
dc.subjectACYLATIVE CLEAVAGE-
dc.subjectACYL HALIDES-
dc.subjectSELECTIVE CLEAVAGE-
dc.subjectSAMARIUM DIIODIDE-
dc.subject2-METHYLTETRAHYDROFURAN-
dc.subjectOXETANES-
dc.subjectEPOXIDES-
dc.subjectIODIDE-
dc.titleHighly regioselective cleavages and iodinations of cyclic ethers utilizing SmI2-
dc.typeArticle-
dc.identifier.wosid000180072300054-
dc.type.rimsART-
dc.citation.volume67-
dc.citation.issue26-
dc.citation.beginningpage9488-
dc.citation.endingpage9491-
dc.citation.publicationnameJOURNAL OF ORGANIC CHEMISTRY-
dc.identifier.doi10.1021/jo02017r-
dc.contributor.nonIdAuthorKwon, DW-
dc.contributor.nonIdAuthorLee, K-
dc.type.journalArticleArticle-
dc.subject.keywordPlusACID-CHLORIDES-
dc.subject.keywordPlusACYLATIVE CLEAVAGE-
dc.subject.keywordPlusACYL HALIDES-
dc.subject.keywordPlusSELECTIVE CLEAVAGE-
dc.subject.keywordPlusSAMARIUM DIIODIDE-
dc.subject.keywordPlus2-METHYLTETRAHYDROFURAN-
dc.subject.keywordPlusOXETANES-
dc.subject.keywordPlusEPOXIDES-
dc.subject.keywordPlusIODIDE-
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