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Synthesis of the Tricyclic Ring Structure of Daphnanes via Intramolecular [4+3] Cycloaddition/SmI2-Pinacol Coupling

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dc.contributor.authorHassan, Ahmed H. E.-
dc.contributor.authorLee, Jae Kyun-
dc.contributor.authorPae, Ae Nim-
dc.contributor.authorMin, Sun-Joon-
dc.contributor.authorCho, Yong Seo-
dc.date.accessioned2021-06-22T19:43:33Z-
dc.date.available2021-06-22T19:43:33Z-
dc.date.issued2015-06-
dc.identifier.issn1523-7060-
dc.identifier.issn1523-7052-
dc.identifier.urihttps://scholarworks.bwise.kr/erica/handle/2021.sw.erica/17918-
dc.description.abstractA synthetic approach toward the tricyclic 5,7,6-membered ring structure Of daphnane-family natural products is described. An intramolecular [4 + 3] cycloaddition reaction of furan with an oxypentadienyl cation constructed the oxa-bridged bicyclic structure in a stereoselective fashion. Structural analysis revealed that the desired exo isomer was predominantly acquired through epimerization. Finally, formation of the five-membered ring was achieved through SmI2-mediated pinacol coupling.-
dc.format.extent4-
dc.language영어-
dc.language.isoENG-
dc.publisherAmerican Chemical Society-
dc.titleSynthesis of the Tricyclic Ring Structure of Daphnanes via Intramolecular [4+3] Cycloaddition/SmI2-Pinacol Coupling-
dc.typeArticle-
dc.publisher.location미국-
dc.identifier.doi10.1021/acs.orglett.5b01054-
dc.identifier.scopusid2-s2.0-84930959767-
dc.identifier.wosid000355962200028-
dc.identifier.bibliographicCitationOrganic Letters, v.17, no.11, pp 2672 - 2675-
dc.citation.titleOrganic Letters-
dc.citation.volume17-
dc.citation.number11-
dc.citation.startPage2672-
dc.citation.endPage2675-
dc.type.docTypeArticle-
dc.description.isOpenAccessN-
dc.description.journalRegisteredClasssci-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.relation.journalResearchAreaChemistry-
dc.relation.journalWebOfScienceCategoryChemistry, Organic-
dc.subject.keywordPlus1ST SYNTHESIS-
dc.subject.keywordPlusTIGLIANE-
dc.subject.keywordPlusRESINIFERATOXIN-
dc.subject.keywordPlusCYCLOADDITIONS-
dc.subject.keywordPlusCONSTRUCTION-
dc.subject.keywordPlusPROSTRATIN-
dc.subject.keywordPlusDITERPENES-
dc.subject.keywordPlusANALOGS-
dc.subject.keywordPlusPHORBOL-
dc.subject.keywordPlusPOTENT-
dc.subject.keywordAuthorSYNAPTOLEPIS-KIRKII-
dc.subject.keywordAuthor1ST SYNTHESIS-
dc.subject.keywordAuthorLATENT HIV-
dc.subject.keywordAuthorRESINIFERATOXIN-
dc.subject.keywordAuthorTIGLIANE-
dc.subject.keywordAuthorDITERPENES-
dc.subject.keywordAuthorCYCLOADDITIONS-
dc.subject.keywordAuthorCONSTRUCTION-
dc.subject.keywordAuthorPROSTRATIN-
dc.subject.keywordAuthorPHORBOL-
dc.identifier.urlhttps://pubs.acs.org/doi/10.1021/acs.orglett.5b01054-
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ERICA 공학대학 (ERICA 에너지바이오학과)
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