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dc.contributor.author
Zacconi, Flavia C.  
dc.contributor.author
Ocampo, Romina Andrea  
dc.contributor.author
Podestá, Julio Cesar  
dc.contributor.author
Koll, Liliana Cristina  
dc.date.available
2016-03-07T17:18:27Z  
dc.date.issued
2015-10  
dc.identifier.citation
Zacconi, Flavia C.; Ocampo, Romina Andrea; Podestá, Julio Cesar; Koll, Liliana Cristina; Synthesis of Organotin Substituted Tricyclic Macrodiolides; Sociedade Brasileira de Química; Journal Of The Brazilian Chemical Society; 27; 3; 10-2015; 484-492  
dc.identifier.issn
0103-5053  
dc.identifier.uri
http://hdl.handle.net/11336/4656  
dc.description.abstract
The radical addition of triorganotin hydrides, R3SnH (R=n-butyl, phenyl, neophyltin), to four unsaturated diesters of (11R,12R)-9,10-dihydro-9,10-ethaneanthracene-11,12-dimethanol leads to products of cyclohydrostannation with an average yield of around 80%. Whereas the addition of these hydrides to diacrylate and dimethacrylate leads to the expected mixtures containing two and four distereoisomeric cyclized products respectively, the addition to di-2-methyl- and di-2-phenylcinnamate yields only four out of the sixteen possible stereoisomers. The observed high stereoselectivity is consistent with a radical tandem cyclohydrostannation mechanism. Full proton (1H), carbon 13 (13C) and tin 119 (119Sn) nuclear magnetic resonance (NMR) data are given.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Sociedade Brasileira de Química  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by/2.5/ar/  
dc.subject
Organotin Substitued Macrodiolides  
dc.subject
Cyclohydrostannation  
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Stereoselective Tandem Cyclization  
dc.subject.classification
Química Orgánica  
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Ciencias Químicas  
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CIENCIAS NATURALES Y EXACTAS  
dc.title
Synthesis of Organotin Substituted Tricyclic Macrodiolides  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2016-03-30 10:35:44.97925-03  
dc.identifier.eissn
1678-4790  
dc.journal.volume
27  
dc.journal.number
3  
dc.journal.pagination
484-492  
dc.journal.pais
Brasil  
dc.journal.ciudad
San Pablo  
dc.description.fil
Fil: Zacconi, Flavia C.. Pontificia Universidad Católica de Chile. Facultad de Química; Chile  
dc.description.fil
Fil: Ocampo, Romina Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Instituto de Química del Sur; Argentina. Universidad Nacional del Sur; Argentina  
dc.description.fil
Fil: Podestá, Julio Cesar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Instituto de Química del Sur; Argentina  
dc.description.fil
Fil: Koll, Liliana Cristina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Instituto de Química del Sur; Argentina  
dc.journal.title
Journal Of The Brazilian Chemical Society  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.5935/0103-5053.20150275  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/issn/0103-5053  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://jbcs.sbq.org.br/imagebank/pdf/v27n3a03.pdf