Synthesis of the Tricyclic Ring Structure of Daphnanes via Intramolecular [4+3] Cycloaddition/SmI2-Pinacol Coupling
DC Field | Value | Language |
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dc.contributor.author | Hassan, Ahmed H. E. | - |
dc.contributor.author | Lee, Jae Kyun | - |
dc.contributor.author | Pae, Ae Nim | - |
dc.contributor.author | Min, Sun-Joon | - |
dc.contributor.author | Cho, Yong Seo | - |
dc.date.accessioned | 2021-06-22T19:43:33Z | - |
dc.date.available | 2021-06-22T19:43:33Z | - |
dc.date.issued | 2015-06 | - |
dc.identifier.issn | 1523-7060 | - |
dc.identifier.issn | 1523-7052 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/erica/handle/2021.sw.erica/17918 | - |
dc.description.abstract | A 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.extent | 4 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | American Chemical Society | - |
dc.title | Synthesis of the Tricyclic Ring Structure of Daphnanes via Intramolecular [4+3] Cycloaddition/SmI2-Pinacol Coupling | - |
dc.type | Article | - |
dc.publisher.location | 미국 | - |
dc.identifier.doi | 10.1021/acs.orglett.5b01054 | - |
dc.identifier.scopusid | 2-s2.0-84930959767 | - |
dc.identifier.wosid | 000355962200028 | - |
dc.identifier.bibliographicCitation | Organic Letters, v.17, no.11, pp 2672 - 2675 | - |
dc.citation.title | Organic Letters | - |
dc.citation.volume | 17 | - |
dc.citation.number | 11 | - |
dc.citation.startPage | 2672 | - |
dc.citation.endPage | 2675 | - |
dc.type.docType | Article | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | sci | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.subject.keywordPlus | 1ST SYNTHESIS | - |
dc.subject.keywordPlus | TIGLIANE | - |
dc.subject.keywordPlus | RESINIFERATOXIN | - |
dc.subject.keywordPlus | CYCLOADDITIONS | - |
dc.subject.keywordPlus | CONSTRUCTION | - |
dc.subject.keywordPlus | PROSTRATIN | - |
dc.subject.keywordPlus | DITERPENES | - |
dc.subject.keywordPlus | ANALOGS | - |
dc.subject.keywordPlus | PHORBOL | - |
dc.subject.keywordPlus | POTENT | - |
dc.subject.keywordAuthor | SYNAPTOLEPIS-KIRKII | - |
dc.subject.keywordAuthor | 1ST SYNTHESIS | - |
dc.subject.keywordAuthor | LATENT HIV | - |
dc.subject.keywordAuthor | RESINIFERATOXIN | - |
dc.subject.keywordAuthor | TIGLIANE | - |
dc.subject.keywordAuthor | DITERPENES | - |
dc.subject.keywordAuthor | CYCLOADDITIONS | - |
dc.subject.keywordAuthor | CONSTRUCTION | - |
dc.subject.keywordAuthor | PROSTRATIN | - |
dc.subject.keywordAuthor | PHORBOL | - |
dc.identifier.url | https://pubs.acs.org/doi/10.1021/acs.orglett.5b01054 | - |
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