Total synthesis of giffonin H by fluoride-catalyzed macrocyclization
DC Field | Value | Language |
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dc.contributor.author | Park, Sooyoung | - |
dc.contributor.author | Kim, Seok-Ho | - |
dc.contributor.author | Jeong, Jin-Hyun | - |
dc.contributor.author | Shin, Dongyun | - |
dc.date.available | 2020-02-27T03:42:54Z | - |
dc.date.created | 2020-02-04 | - |
dc.date.issued | 2019-03-07 | - |
dc.identifier.issn | 2052-4129 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/1685 | - |
dc.description.abstract | The first total synthesis of giffonin H, a highly strained 15-membered macrocyclic diaryl ether, has been achieved in eight linear steps with 10% overall yield. Key steps include Ullmann cross coupling, (Z)-selective Julia-Kocienski olefination, and fluoride-mediated macrocyclization of TMS-alkyne and aldehyde. In particular, the strategy used for macrocyclization is an unprecedented and unique synthetic approach for cyclic diarylheptanoids. The fluoride-mediated macrocyclization strategy should be applicable to the synthesis of giffonin congeners under mild reaction conditions without affecting the integrity of subtle diene moieties. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.relation.isPartOf | ORGANIC CHEMISTRY FRONTIERS | - |
dc.subject | 1ST TOTAL-SYNTHESIS | - |
dc.subject | CYCLIZED DIARYLHEPTANOIDS | - |
dc.subject | STRUCTURAL REVISION | - |
dc.subject | CORYLUS-AVELLANA | - |
dc.subject | ACEROGENIN C | - |
dc.subject | DYNEMICIN | - |
dc.subject | GARUGANIN | - |
dc.subject | SILYLACETYLENES | - |
dc.subject | CONSTRUCTION | - |
dc.subject | ENANTIOMERS | - |
dc.title | Total synthesis of giffonin H by fluoride-catalyzed macrocyclization | - |
dc.type | Article | - |
dc.type.rims | ART | - |
dc.description.journalClass | 1 | - |
dc.identifier.wosid | 000459735400022 | - |
dc.identifier.doi | 10.1039/c8qo01303a | - |
dc.identifier.bibliographicCitation | ORGANIC CHEMISTRY FRONTIERS, v.6, no.5, pp.704 - 708 | - |
dc.identifier.scopusid | 2-s2.0-85062290481 | - |
dc.citation.endPage | 708 | - |
dc.citation.startPage | 704 | - |
dc.citation.title | ORGANIC CHEMISTRY FRONTIERS | - |
dc.citation.volume | 6 | - |
dc.citation.number | 5 | - |
dc.contributor.affiliatedAuthor | Park, Sooyoung | - |
dc.contributor.affiliatedAuthor | Shin, Dongyun | - |
dc.type.docType | Article | - |
dc.subject.keywordPlus | 1ST TOTAL-SYNTHESIS | - |
dc.subject.keywordPlus | CYCLIZED DIARYLHEPTANOIDS | - |
dc.subject.keywordPlus | STRUCTURAL REVISION | - |
dc.subject.keywordPlus | CORYLUS-AVELLANA | - |
dc.subject.keywordPlus | ACEROGENIN C | - |
dc.subject.keywordPlus | DYNEMICIN | - |
dc.subject.keywordPlus | GARUGANIN | - |
dc.subject.keywordPlus | SILYLACETYLENES | - |
dc.subject.keywordPlus | CONSTRUCTION | - |
dc.subject.keywordPlus | ENANTIOMERS | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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