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dc.contributor.author
Zurita, Mariano  
dc.contributor.author
Avila, Aylén  
dc.contributor.author
Spanevello, Rolando Angel  
dc.contributor.author
Suarez, Alejandra Graciela  
dc.contributor.author
Sarotti, Ariel Marcelo  
dc.date.available
2016-06-09T19:20:19Z  
dc.date.issued
2015-01  
dc.identifier.citation
Zurita, Mariano; Avila, Aylén; Spanevello, Rolando Angel; Suarez, Alejandra Graciela; Sarotti, Ariel Marcelo; Montmorillonite K-10 promoted synthesis of chiral dioxa-caged compounds derived from levoglucosenone; Elsevier; Carbohydrate Research; 402; 1-2015; 67-70  
dc.identifier.issn
0008-6215  
dc.identifier.uri
http://hdl.handle.net/11336/6131  
dc.description.abstract
A short and efficient methodology for the synthesis of chiral dioxa-caged Compounds from levoglucose-none, a biomass-derived enone, is herein Presented. The key transformation, that involves a cascade 3-step cationic cyclization, was efficiently carried out in high yields and selectivities by Montmorillonite K-10 catalysis. The usefulness of K-10 in related semi-pinacol rearrangements to obtain pyran-3-ones is also shown. Interesting differences in the reactivity pattern was found for epimeric alcohols, and the origins of these findings were determined by DFT calculations.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Elsevier  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/  
dc.subject
Montmorillonite K-10  
dc.subject
Caged Compounds  
dc.subject
Rearrangements  
dc.subject
Levoglucosenone  
dc.subject
Biomass  
dc.subject.classification
Química Orgánica  
dc.subject.classification
Ciencias Químicas  
dc.subject.classification
CIENCIAS NATURALES Y EXACTAS  
dc.title
Montmorillonite K-10 promoted synthesis of chiral dioxa-caged compounds derived from levoglucosenone  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2016-06-08T17:58:48Z  
dc.journal.volume
402  
dc.journal.pagination
67-70  
dc.journal.pais
Países Bajos  
dc.journal.ciudad
Amsterdam  
dc.description.fil
Fil: Zurita, Mariano. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina  
dc.description.fil
Fil: Avila, Aylén. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina  
dc.description.fil
Fil: Spanevello, Rolando Angel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina  
dc.description.fil
Fil: Suarez, Alejandra Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina  
dc.description.fil
Fil: Sarotti, Ariel Marcelo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; Argentina  
dc.journal.title
Carbohydrate Research  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.carres.2014.07.019  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.carres.2014.07.019  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0008621514003036