Please use this identifier to cite or link to this item: https://hdl.handle.net/10316/90774
DC FieldValueLanguage
dc.contributor.authorSoares, Maria I. L.-
dc.contributor.authorLopes, Susana M. M.-
dc.contributor.authorMurtinho, Dina-
dc.contributor.authorPinho e Melo, Teresa M. V. D.-
dc.date.accessioned2020-09-04T08:33:14Z-
dc.date.available2020-09-04T08:33:14Z-
dc.date.issued2019-11-21-
dc.identifier.issn0100-4042pt
dc.identifier.issn1678-7064 (online)pt
dc.identifier.urihttps://hdl.handle.net/10316/90774-
dc.description.abstractA one-pot diastereoselective synthesis of thiazolidine-ring fused systems derived from enantiomerically pure amino acids, L-cysteine or D-penicillamine, and achiral succindialdehyde is described as an experiment to be carried out by upper-division undergraduate students in a laboratory classroom. Reactions were performed under mild conditions, the products were isolated through simple experimental procedures and fully characterized. This study combines organic synthesis, determination of the purity of compounds (TLC analysis and melting point measurements), optical activity measurements as well as structural analysis (interpretation of 1D NMR and 2D NMR spectra). It offers a platform for the discussion of important organic chemistry concepts such as diastereoselectivity, kinetic control vs thermodynamic control and cyclization reactions via nucleophilic addition to imines/iminium cations.pt
dc.language.isoengpt
dc.publisherSociedade Brasileira de Químicapt
dc.relationUID/QUI/00313/2019pt
dc.rightsopenAccesspt
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt
dc.subjectOrganic chemistrypt
dc.subjectHeterocyclespt
dc.subjectThiazolidinept
dc.subjectDiastereoselective synthesispt
dc.subjectChiral poolpt
dc.subjectNMR spectroscopypt
dc.titleOne-pot diastereoselective synthesis of chiral tricyclic L-cysteine and D-penicillamine derivatives: a laboratory experimentpt
dc.typearticle-
degois.publication.firstPage123pt
degois.publication.lastPage126pt
degois.publication.issue1pt
degois.publication.titlequímica novapt
dc.relation.publisherversionhttp://quimicanova.sbq.org.br/detalhe_artigo.asp?id=7004pt
dc.peerreviewedyespt
dc.identifier.doi10.21577/0100-4042.20170448pt
degois.publication.volume43pt
dc.date.embargo2019-11-21*
uc.date.periodoEmbargo0pt
item.openairetypearticle-
item.languageiso639-1en-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.cerifentitytypePublications-
item.grantfulltextopen-
item.fulltextCom Texto completo-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.orcid0000-0001-8860-0470-
crisitem.author.orcid0000-0002-1580-5667-
crisitem.author.orcid0000-0002-1391-9855-
crisitem.author.orcid0000-0003-3256-4954-
Appears in Collections:I&D CQC - Artigos em Revistas Internacionais
Files in This Item:
File Description SizeFormat
Soares2020QuimNova.pdf1.93 MBAdobe PDFView/Open
Show simple item record

Page view(s)

216
checked on Mar 26, 2024

Download(s)

117
checked on Mar 26, 2024

Google ScholarTM

Check

Altmetric

Altmetric


This item is licensed under a Creative Commons License Creative Commons