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dc.contributor.author
Meléndez Rodríguez, Myriam  
dc.contributor.author
Cerda García Rojas, C. M.  
dc.contributor.author
Catalan, Cesar Atilio Nazareno  
dc.contributor.author
Joseph Nathan, P.  
dc.date.available
2018-10-10T20:10:03Z  
dc.date.issued
2002-03  
dc.identifier.citation
Meléndez Rodríguez, Myriam; Cerda García Rojas, C. M.; Catalan, Cesar Atilio Nazareno; Joseph Nathan, P.; Mechanistic studies of the photochemical rearrangement of 1-oxolongipin-2-ene derivatives; Pergamon-Elsevier Science Ltd; Tetrahedron; 58; 12; 3-2002; 2331-2338  
dc.identifier.issn
0040-4020  
dc.identifier.uri
http://hdl.handle.net/11336/62131  
dc.description.abstract
Ultraviolet irradiation of (4R,5S,7S,8R,9S,10R,11R)-7,8,9-triacetyloxy-1-oxolongipin-2-ene (2) afforded the vulgarone A 7 and the pingilonene 8 derivatives as the major products, which were formed by a [1,3]-shift, together with the minor secondary photoproducts 9 and 10. The phototransformation mechanism is discussed in terms of individual ultraviolet irradiation of 7 and 8 in combination with the monitoring reaction progress of 2 by 1H NMR measurements. The stereostructures of the new carbocyclic skeleta were geometry optimized using density functional calculations.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Pergamon-Elsevier Science Ltd  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
Density Functional Calculations  
dc.subject
Longipinene  
dc.subject
Mechanisms  
dc.subject
Molecular Modeling  
dc.subject
Photochemistry  
dc.subject
Terpenes  
dc.subject.classification
Otras Ciencias Químicas  
dc.subject.classification
Ciencias Químicas  
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CIENCIAS NATURALES Y EXACTAS  
dc.title
Mechanistic studies of the photochemical rearrangement of 1-oxolongipin-2-ene derivatives  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2018-10-09T20:31:26Z  
dc.journal.volume
58  
dc.journal.number
12  
dc.journal.pagination
2331-2338  
dc.journal.pais
Estados Unidos  
dc.journal.ciudad
Amsterdam  
dc.description.fil
Fil: Meléndez Rodríguez, Myriam. Instituto Politécnico Nacional; México  
dc.description.fil
Fil: Cerda García Rojas, C. M.. Instituto Politécnico Nacional; México  
dc.description.fil
Fil: Catalan, Cesar Atilio Nazareno. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina  
dc.description.fil
Fil: Joseph Nathan, P.. Instituto Politécnico Nacional; México  
dc.journal.title
Tetrahedron  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0040402002001217  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/https://doi.org/10.1016/S0040-4020(02)00121-7