Synthesis of bodinieric acids A and B, both C-18 and C-19-functionalized abietane diterpenoids: DFT study of the key aldol reaction

dc.contributor.affiliationInstituto Universitario Mixto de Tecnología Química
dc.contributor.authorZaragoza, Ramon J.es_ES
dc.contributor.authorGonzález-Cardenete, Miguel A
dc.contributor.funderUniversitat Politècnica de Valènciaes_ES
dc.contributor.funderConsejo Superior de Investigaciones Científicases_ES
dc.date.accessioned2021-11-05T12:27:21Z
dc.date.available2021-11-05T12:27:21Z
dc.date.issued2020-04-15es_ES
dc.description.abstract[EN] The first synthesis of C-18- and C-19-bifunctionalized abietane diterpenoids, bodinieric (or callicapoic) acids, via an aldol reaction has been developed. This key aldol reaction was very sensitive to steric hindrance. This fact has been studied by deuterium exchange experiments and DFT methods. Optimization of this reaction led to the synthesis of anti-inflammatory bodinieric acids A and B, starting from abietic aciden_EN
dc.description.accrualMethodSes_ES
dc.description.bibliographicCitationZaragoza, RJ.; González-Cardenete, MA. (2020). Synthesis of bodinieric acids A and B, both C-18 and C-19-functionalized abietane diterpenoids: DFT study of the key aldol reaction. RSC Advances. 10(25):15015-15022. https://doi.org/10.1039/d0ra02711aes_ES
dc.description.issue25es_ES
dc.description.sponsorshipFinancial support has been provided by the Spanish Government [CSIC (201680I008)] and the Universidad de Valencia, Spaines_ES
dc.description.upvformatpfin15022es_ES
dc.description.upvformatpinicio15015es_ES
dc.description.volume10es_ES
dc.identifier.doi10.1039/d0ra02711aes_ES
dc.identifier.eissn2046-2069es_ES
dc.identifier.urihttps://riunet.upv.es/handle/10251/176087
dc.languageIngléses_ES
dc.publisherThe Royal Society of Chemistryes_ES
dc.relation.ispartofRSC Advanceses_ES
dc.relation.pasarelaS\414990es_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/CSIC//201680I008/ES/es_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/UPV//AD1902/ES/DISEÑO, DESARROLO Y CARACTERIZACION DE ANTIVIRALES FLUORESCENTES DE PRODUCCION SOSTENIBLE PARA ENFERMEDADES TROPICALES Y CO-INFECCIONES OPORTUNISTAS EN VIH DE ALTA PREVALENCIA EN AMERICA LATINA/es_ES
dc.relation.publisherversionhttps://doi.org/10.1039/d0ra02711aes_ES
dc.relation.references10.1039/C4NP00110Aes_ES
dc.relation.references10.1016/j.ejmech.2014.10.023es_ES
dc.relation.references10.1021/acs.jnatprod.8b00884es_ES
dc.relation.references10.1016/j.tet.2015.01.058es_ES
dc.relation.references10.1021/acs.jnatprod.7b01082es_ES
dc.relation.references10.3390/molecules22050842es_ES
dc.relation.references10.1021/jo991561fes_ES
dc.relation.references10.1021/jo00117a011es_ES
dc.relation.references10.1039/c2971000010bes_ES
dc.relation.references10.1016/j.ejmech.2009.10.010es_ES
dc.relation.references10.1021/jo00827a042es_ES
dc.relation.references10.1021/np50099a004es_ES
dc.relation.references10.1055/s-1999-2722es_ES
dc.relation.references10.1021/jo01258a006es_ES
dc.relation.references10.1021/ja017295ges_ES
dc.relation.references10.1021/jp027770ces_ES
dc.relation.references10.1016/S0009-2509(02)00358-5es_ES
dc.relation.references10.1016/j.fluid.2015.02.011es_ES
dc.relation.references10.1021/ja00394a063es_ES
dc.relation.references10.1126/science.1068849es_ES
dc.relation.references10.1021/jacs.8b04529es_ES
dc.relation.references10.1021/acs.jpcc.5b07532es_ES
dc.relation.references10.1107/S1600536806026705es_ES
dc.relation.references10.1021/cr00005a001es_ES
dc.relation.references10.1063/1.464913es_ES
dc.relation.references10.1103/PhysRevB.37.785es_ES
dc.relation.references10.1021/j100717a029es_ES
dc.relation.references10.1021/j100377a021es_ES
dc.relation.references10.1063/1.461606es_ES
dc.relation.references10.1021/cr00031a013es_ES
dc.relation.references10.1063/1.474659es_ES
dc.relation.references10.1016/0009-2614(96)00349-1es_ES
dc.relation.references10.1002/(SICI)1096-987X(199803)19:4<404::AID-JCC3>3.0.CO;2-Wes_ES
dc.relation.references10.1016/S0040-4020(01)97482-4es_ES
dc.relation.references10.1016/S0960-894X(01)80236-5es_ES
dc.rightsReconocimiento (by)es_ES
dc.rights.accessRightsAbiertoes_ES
dc.titleSynthesis of bodinieric acids A and B, both C-18 and C-19-functionalized abietane diterpenoids: DFT study of the key aldol reactiones_ES
dc.typeArtículoes_ES
dc.type.versioninfo:eu-repo/semantics/publishedVersiones_ES
dspace.entity.typePublication
person.identifier565934
person.identifier.orcid0000-0002-8762-0426
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