A novel synthesis of gamma-lactones by tandem epoxide opening-cyclization reaction mediated by samarium(II) diiodide

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dc.contributor.authorPark, Heui Sulko
dc.contributor.authorKwon, Doo Wonko
dc.contributor.authorLee, Kieseungko
dc.contributor.authorKim, Yong Haeko
dc.date.accessioned2013-03-07T07:19:12Z-
dc.date.available2013-03-07T07:19:12Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2008-03-
dc.identifier.citationTETRAHEDRON LETTERS, v.49, no.10, pp.1616 - 1618-
dc.identifier.issn0040-4039-
dc.identifier.urihttp://hdl.handle.net/10203/89687-
dc.description.abstractVarious epoxy esters readily reacted with SMI(2) (2 equiv) in the presence of ethyl bromoacetate (1 equiv) and HMPA (6 equiv) under mild conditions (THF, -78 degrees C, 2 h, Ar) providing the corresponding gamma-lactones via tandem epoxide opening-cyclization reaction in good to excellent yields. (c) 2008 Elsevier Ltd. All rights reserved.-
dc.languageEnglish-
dc.publisherPergamon-Elsevier Science Ltd-
dc.subjectORGANIC-SYNTHESIS-
dc.subjectENANTIOSELECTIVE SYNTHESIS-
dc.subjectBUTYROLACTONES-
dc.subjectACID-
dc.subjectDERIVATIVES-
dc.subjectALKYNOLS-
dc.subjectESTERS-
dc.subjectSMI2-
dc.titleA novel synthesis of gamma-lactones by tandem epoxide opening-cyclization reaction mediated by samarium(II) diiodide-
dc.typeArticle-
dc.identifier.wosid000253785400013-
dc.identifier.scopusid2-s2.0-38949177363-
dc.type.rimsART-
dc.citation.volume49-
dc.citation.issue10-
dc.citation.beginningpage1616-
dc.citation.endingpage1618-
dc.citation.publicationnameTETRAHEDRON LETTERS-
dc.identifier.doi10.1016/j.tetlet.2008.01.027-
dc.embargo.liftdate9999-12-31-
dc.embargo.terms9999-12-31-
dc.contributor.nonIdAuthorLee, Kieseung-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorsamarium diiodide-
dc.subject.keywordAuthorgamma-lactone-
dc.subject.keywordAuthorgamma-butyrolactone-
dc.subject.keywordAuthortandem reaction-
dc.subject.keywordPlusORGANIC-SYNTHESIS-
dc.subject.keywordPlusENANTIOSELECTIVE SYNTHESIS-
dc.subject.keywordPlusBUTYROLACTONES-
dc.subject.keywordPlusACID-
dc.subject.keywordPlusDERIVATIVES-
dc.subject.keywordPlusALKYNOLS-
dc.subject.keywordPlusESTERS-
dc.subject.keywordPlusSMI2-
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