Total synthesis of the antitumor antibiotic basidalin

Página do item simplificado
dc.creatorJaime A. M. Acosta
dc.creatorRamesh Muddala
dc.creatorLuiz Cláudio de Almeida Barbosa
dc.creatorJohn Boukouvalas
dc.date.accessioned2023-10-09T23:01:06Z
dc.date.accessioned2025-09-09T01:32:06Z
dc.date.available2023-10-09T23:01:06Z
dc.date.issued2016
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.format.mimetypepdf
dc.identifier.doihttps://doi.org/10.1021/acs.joc.6b01255
dc.identifier.issn0022-3263
dc.identifier.urihttps://hdl.handle.net/1843/59319
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofAmerican Chemical Society
dc.rightsAcesso Aberto
dc.subjectMisturas (Química)
dc.subjectEstrutura molecular
dc.subjectProdutos de ação antimicrobiana
dc.subject.otherMixtures
dc.subject.otherMolecular structure
dc.subject.otherChemical synthesis
dc.subject.otherAntimicrobial agents
dc.titleTotal synthesis of the antitumor antibiotic basidalin
dc.typeArtigo de periódico
local.citation.epage6886
local.citation.issue15
local.citation.spage6883
local.citation.volume81
local.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.
local.identifier.orcidhttps://orcid.org/0000-0002-5395-9608
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://pubs.acs.org/doi/10.1021/acs.joc.6b01255

Arquivos

Pacote original

Agora exibindo 1 - 1 de 1
Imagem de Miniatura
Nome:
Total Synthesis of the Antitumor Antibiotic Basidalin.pdf
Tamanho:
319.03 KB
Formato:
Adobe Portable Document Format
Baixar

Licença do pacote

Agora exibindo 1 - 1 de 1
Imagem de Miniatura
Nome:
License.txt
Tamanho:
1.99 KB
Formato:
Plain Text
Descrição:
Baixar

Coleções

Artigo de Periódico

Logo UFMG