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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.accessioned2024-01-20T07:00:43Z-
dc.date.available2024-01-20T07:00:43Z-
dc.date.created2021-09-05-
dc.date.issued2015-06-05-
dc.identifier.issn1523-7060-
dc.identifier.urihttps://pubs.kist.re.kr/handle/201004/125336-
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.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.subject1ST SYNTHESIS-
dc.subjectTIGLIANE-
dc.subjectRESINIFERATOXIN-
dc.subjectCYCLOADDITIONS-
dc.subjectCONSTRUCTION-
dc.subjectPROSTRATIN-
dc.subjectDITERPENES-
dc.subjectANALOGS-
dc.subjectPHORBOL-
dc.subjectPOTENT-
dc.titleSynthesis of the Tricyclic Ring Structure of Daphnanes via Intramolecular [4+3] Cycloaddition/SmI2-Pinacol Coupling-
dc.typeArticle-
dc.identifier.doi10.1021/acs.orglett.5b01054-
dc.description.journalClass1-
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.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.identifier.wosid000355962200028-
dc.identifier.scopusid2-s2.0-84930959767-
dc.relation.journalWebOfScienceCategoryChemistry, Organic-
dc.relation.journalResearchAreaChemistry-
dc.type.docTypeArticle-
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.keywordAuthordaphnanes-
dc.subject.keywordAuthorPinacol coupling-
dc.subject.keywordAuthor[4+3] cycloaddition-
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