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Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/59319
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dc.creatorJaime A. M. Acostapt_BR
dc.creatorRamesh Muddalapt_BR
dc.creatorLuiz Cláudio de Almeida Barbosapt_BR
dc.creatorJohn Boukouvalaspt_BR
dc.date.accessioned2023-10-09T23:01:06Z-
dc.date.available2023-10-09T23:01:06Z-
dc.date.issued2016-
dc.citation.volume81pt_BR
dc.citation.issue15pt_BR
dc.citation.spage6883pt_BR
dc.citation.epage6886pt_BR
dc.identifier.doihttps://doi.org/10.1021/acs.joc.6b01255pt_BR
dc.identifier.issn0022-3263pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/59319-
dc.description.resumoThe first synthesis of the tetronamide antibiotic basidalin was accomplished in five steps and 39% overall yield from readily available 4-bromo-2-triisopropylsilyloxyfuran and 2-formyl-1,3-dithiane. Highlights include: (i) regio- and stereocontrolled assemblage of a pivotal (Z)-γ-ylidene-β-bromobutenolide intermediate by stereodirected vinylogous aldol condensation (SVAC), (ii) installation of the amino group via aza-Michael addition/elimination, and crucially (iii) facile access to basidalin by late-stage dithiane removal.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.format.mimetypepdfpt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.relation.ispartofAmerican Chemical Societypt_BR
dc.rightsAcesso Abertopt_BR
dc.subjectMixturespt_BR
dc.subjectMolecular structurept_BR
dc.subjectChemical synthesispt_BR
dc.subjectAntimicrobial agentspt_BR
dc.subject.otherMisturas (Química)pt_BR
dc.subject.otherEstrutura molecularpt_BR
dc.subject.otherProdutos de ação antimicrobianapt_BR
dc.titleTotal synthesis of the antitumor antibiotic basidalinpt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://pubs.acs.org/doi/10.1021/acs.joc.6b01255pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-5395-9608pt_BR
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