dc.creator | Rodríguez Franco, Carlos | es |
dc.creator | Ros, Abel | es |
dc.creator | Merino, Pedro | es |
dc.creator | Fernández Fernández, Rosario Fátima | es |
dc.creator | Lassaletta, José M. | es |
dc.creator | Hornillos, Valentín | es |
dc.date.accessioned | 2024-05-22T09:49:13Z | |
dc.date.available | 2024-05-22T09:49:13Z | |
dc.date.issued | 2023-08-30 | |
dc.identifier.citation | Rodríguez Franco, C., Ros, A., Merino, P., Fernández Fernández, R.F., Lassaletta, J.M. y Hornillos, V. (2023). Dynamic Kinetic Resolution of Indole-Based Sulfenylated Heterobiaryls by Rhodium-Catalyzed Atroposelective Reductive Aldol Reaction. ACS catalysis, 13 (18), 12134-12141. https://doi.org/10.1021/acscatal.3c03422. | |
dc.identifier.issn | 2155-5435 | es |
dc.identifier.uri | https://hdl.handle.net/11441/158794 | |
dc.description.abstract | A highly enantio- and diastereoselective dynamic kinetic resolution (DKR) of configurationally labile 3-aryl indole-2-carbaldehydes is described. The DKR proceeds via a Rh-catalyzed intermolecular asymmetric reductive aldol reaction with acrylate esters, with simultaneous generation of three stereogenic elements. The strategy relies on the labilization of the stereogenic axis that takes place thanks to a transient Lewis acid–base interaction (LABI) between the formyl group and a thioether moiety strategically located at the ortho′ position. The atropisomeric indole products present a high degree of functionalization and can be further converted to a series of axially chiral derivatives, thereby expanding their potential application in drug discovery and asymmetric catalysis. | es |
dc.description.sponsorship | European funding (ERDF) | es |
dc.description.sponsorship | Junta de Andalucía P18-FR-3531, P18-FR-644, US-1262867, US-126090 | es |
dc.description.sponsorship | Gobierno regional de Aragón 17R-34 | es |
dc.description.sponsorship | Ministerio español de Ciencia e Innovación PID2019-106358GB-C21, PID2019-106358GB-C22, PID2019-104090RB-100, RYC-2017-22294 FPU18/02677 | es |
dc.format | application/pdf | es |
dc.format.extent | 8 | es |
dc.language.iso | eng | es |
dc.publisher | Amer chemical SOC | es |
dc.relation.ispartof | ACS catalysis, 13 (18), 12134-12141. | |
dc.rights | Atribución 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.subject | asymmetric catalysis | es |
dc.subject | axial chirality | es |
dc.subject | 3-aryl indoles | es |
dc.subject | dynamic kinetic resolution | es |
dc.subject | rhodium | es |
dc.title | Dynamic Kinetic Resolution of Indole-Based Sulfenylated Heterobiaryls by Rhodium-Catalyzed Atroposelective Reductive Aldol Reaction | es |
dc.type | info:eu-repo/semantics/article | es |
dc.type.version | info:eu-repo/semantics/publishedVersion | es |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.contributor.affiliation | Universidad de Sevilla. Departamento de Química orgánica | es |
dc.relation.projectID | P18-FR-3531 | es |
dc.relation.projectID | P18-FR-644 | es |
dc.relation.projectID | US-1262867 | es |
dc.relation.projectID | US-126090 | es |
dc.relation.projectID | 17R-34 | es |
dc.relation.projectID | PID2019-106358GB-C21 | es |
dc.relation.projectID | PID2019-106358GB-C22 | es |
dc.relation.projectID | PID2019-104090RB-100 | es |
dc.relation.projectID | RYC-2017-22294 | es |
dc.relation.projectID | FPU18/02677 | es |
dc.relation.publisherversion | https://doi.org/10.1021/acscatal.3c03422 | es |
dc.identifier.doi | 10.1021/acscatal.3c03422 | es |
dc.journaltitle | ACS catalysis | es |
dc.publication.volumen | 13 | es |
dc.publication.issue | 18 | es |
dc.publication.initialPage | 12134 | es |
dc.publication.endPage | 12141 | es |
dc.contributor.funder | European funding (ERDF) | es |
dc.contributor.funder | Ministerio de Ciencia e Innovación (MICIN). España | es |
dc.contributor.funder | Gobierno regional de Aragón | es |
dc.contributor.funder | Junta de Andalucía | es |