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dc.contributor.author
Della Felice, Franco  
dc.contributor.author
Sarotti, Ariel Marcelo  
dc.contributor.author
Pilli, Ronaldo A.  
dc.date.available
2018-07-26T19:13:31Z  
dc.date.issued
2017-09  
dc.identifier.citation
Della Felice, Franco; Sarotti, Ariel Marcelo; Pilli, Ronaldo A.; Catalytic Asymmetric Synthesis and Stereochemical Revision of (+)-Cryptoconcatone H; American Chemical Society; Journal of Organic Chemistry; 82; 17; 9-2017; 9191-9197  
dc.identifier.issn
0022-3263  
dc.identifier.uri
http://hdl.handle.net/11336/53198  
dc.description.abstract
The total synthesis and structural revision of (+)-cryptoconcatone H are described. Guided by computational studies for the final structure assignment, the stereogenic centers at the tetrahydropyran moiety of (+)-cryptoconcatone H were assembled through catalytic asymmetric methodologies: Krische allylation, cross-metathesis reaction, and THP formation via Pd(II)-catalyzed cyclization. Finally, a Krische allylation reaction established the last stereocenter, and the lactone moiety was formed by ring-closing metathesis.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
American Chemical Society  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
Catalytic Asymmetric Synthesis  
dc.subject
Stereochemical Revision  
dc.subject
Cryptoconcatone H  
dc.subject
Dp4+ Calculations  
dc.subject.classification
Otras Ciencias Químicas  
dc.subject.classification
Ciencias Químicas  
dc.subject.classification
CIENCIAS NATURALES Y EXACTAS  
dc.title
Catalytic Asymmetric Synthesis and Stereochemical Revision of (+)-Cryptoconcatone H  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2018-07-26T14:01:35Z  
dc.journal.volume
82  
dc.journal.number
17  
dc.journal.pagination
9191-9197  
dc.journal.pais
Estados Unidos  
dc.journal.ciudad
Washington  
dc.description.fil
Fil: Della Felice, Franco. Universidade Estadual de Campinas; Brasil  
dc.description.fil
Fil: Sarotti, Ariel Marcelo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina  
dc.description.fil
Fil: Pilli, Ronaldo A.. Universidade Estadual de Campinas; Brasil  
dc.journal.title
Journal of Organic Chemistry  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/https://dx.doi.org/10.1021/acs.joc.7b01378  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.joc.7b01378