Synthesis of the C13-C29 fragment of leiodolide A: Allylic asymmetric induction on the stereochemical course of iodolactonization SCIE SCOPUS

DC Field Value Language
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 -
Appears in Collections:
Marine Resources & Environment Research Division > Marine Biotechnology &Bioresource Research Department > 1. Journal Articles
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