Synthesis of the C13-C29 fragment of leiodolide A: Allylic asymmetric induction on the stereochemical course of iodolactonization SCIE SCOPUS
DC Field | Value | Language |
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dc.contributor.author | Lee, J. | - |
dc.contributor.author | Panek, J.S. | - |
dc.date.accessioned | 2020-04-20T02:05:15Z | - |
dc.date.available | 2020-04-20T02:05:15Z | - |
dc.date.created | 2020-01-28 | - |
dc.date.issued | 2015-12 | - |
dc.identifier.issn | 0040-4039 | - |
dc.identifier.uri | https://sciwatch.kiost.ac.kr/handle/2020.kiost/2088 | - |
dc.description.abstract | A stereocontrolled synthesis of the C13-C29 segment of leiodolide A is described. This natural product was isolated from the deep-water marine sponge Leiodermatium. A highly selective Stille cross-coupling was employed to assemble the (Z,E)-diene bearing the C15 allylic alcohol, which was followed by iodolactonization to introduce C16-C17 vicinal stereocenters. The stereochemical course of iodolactonization that is based on the solid mechanistic underpinnings arising from allylic asymmetric induction is also discussed. © 2015 Elsevier Ltd. All rights reserved. | - |
dc.description.uri | 1 | - |
dc.language | English | - |
dc.publisher | Elsevier Ltd | - |
dc.title | Synthesis of the C13-C29 fragment of leiodolide A: Allylic asymmetric induction on the stereochemical course of iodolactonization | - |
dc.type | Article | - |
dc.citation.endPage | 6871 | - |
dc.citation.startPage | 6868 | - |
dc.citation.title | Tetrahedron Letters | - |
dc.citation.volume | 56 | - |
dc.citation.number | 49 | - |
dc.contributor.alternativeName | 이지훈 | - |
dc.identifier.bibliographicCitation | Tetrahedron Letters, v.56, no.49, pp.6868 - 6871 | - |
dc.identifier.doi | 10.1016/j.tetlet.2015.10.087 | - |
dc.identifier.scopusid | 2-s2.0-84947545909 | - |
dc.identifier.wosid | 000365366500013 | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.subject.keywordPlus | alcohol | - |
dc.subject.keywordPlus | lactone derivative | - |
dc.subject.keywordPlus | leiodolide A | - |
dc.subject.keywordPlus | unclassified drug | - |
dc.subject.keywordPlus | Article | - |
dc.subject.keywordPlus | asymmetric synthesis | - |
dc.subject.keywordPlus | drug isolation | - |
dc.subject.keywordPlus | drug synthesis | - |
dc.subject.keywordPlus | lactonization | - |
dc.subject.keywordPlus | Leiodermatium | - |
dc.subject.keywordPlus | macrolactonization | - |
dc.subject.keywordPlus | nonhuman | - |
dc.subject.keywordPlus | sponge (Porifera) | - |
dc.subject.keywordPlus | stereochemistry | - |
dc.subject.keywordPlus | Stille reaction | - |
dc.subject.keywordAuthor | Iodolactonization | - |
dc.subject.keywordAuthor | Leiodolide A | - |
dc.subject.keywordAuthor | Stille coupling | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |