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Artículo
Biocatalytic Atroposelective Synthesis of Axially Chiral N-Arylindoles via Dynamic Kinetic Resolution
dc.creator | Rodríguez Salamanca, Patricia | es |
dc.creator | Gonzalo Calvo, Gonzalo de | es |
dc.creator | Carmona, José A. | es |
dc.creator | López Serrano, Joaquín | es |
dc.creator | Iglesias Sigüenza, Francisco Javier | es |
dc.creator | Fernández Fernández, Rosario Fátima | es |
dc.creator | Lassaletta, José M. | es |
dc.creator | Hornillos, Valentín | es |
dc.date.accessioned | 2024-02-06T11:16:24Z | |
dc.date.available | 2024-02-06T11:16:24Z | |
dc.date.issued | 2022-12-22 | |
dc.identifier.citation | Rodríguez Salamanca, P., Gonzalo Calvo, G.d., Carmona, J.A., López Serrano, J., Iglesias Sigüenza, F.J., Fernández Fernández, R.F.,...,Hornillos, V. (2022). Biocatalytic Atroposelective Synthesis of Axially Chiral N-Arylindoles via Dynamic Kinetic Resolution. ACS Catalysis, 13 (1), 659-664. https://doi.org/10.1021/acscatal.2c06175. | |
dc.identifier.issn | 2155-5435 | es |
dc.identifier.uri | https://hdl.handle.net/11441/154685 | |
dc.description.abstract | A highly enantioselective biocatalytic dynamic kinetic resolution (DKR) of configurationally labile N-arylindole aldehydes is described. The DKR proceeds by atroposelective bioreduction of the carbonyl group catalyzed by commercial ketoreductases (KREDs), thus affording the corresponding axially chiral N-arylindole aminoalcohols, with excellent conversions and optical purities. The strategy relies on the racemization of the stereogenic axis that takes place thanks to a transient Lewis pair interaction between the NMe2 and the aldehyde groups. This protocol features a broad substrate scope under very mild conditions. | es |
dc.description.sponsorship | Ministerio de Ciencia e Innovación (Grants PID2019-106358GB-C21, PID2019-106358GB-C22) | es |
dc.description.sponsorship | European funding (ERDF) and Junta de Andalucía (Grants P18-FR-3531, P18-FR-644, US-1262867 and US-1260906) | es |
dc.format | application/pdf | es |
dc.format.extent | 6 p. | es |
dc.language.iso | eng | es |
dc.publisher | American Chemical Society | es |
dc.relation.ispartof | ACS Catalysis, 13 (1), 659-664. | |
dc.title | Biocatalytic Atroposelective Synthesis of Axially Chiral N-Arylindoles via Dynamic Kinetic Resolution | es |
dc.type | info:eu-repo/semantics/article | es |
dc.type.version | info:eu-repo/semantics/acceptedVersion | es |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.contributor.affiliation | Universidad de Sevilla. Departamento de Química orgánica | es |
dc.relation.projectID | PID2019-106358GB-C21 | es |
dc.relation.projectID | PID2019-106358GB-C22 | 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-1260906 | es |
dc.relation.publisherversion | https://dx.doi.org/10.1021/acscatal.2c06175 | es |
dc.identifier.doi | 10.1021/acscatal.2c06175 | es |
dc.journaltitle | ACS Catalysis | es |
dc.publication.volumen | 13 | es |
dc.publication.issue | 1 | es |
dc.publication.initialPage | 659 | es |
dc.publication.endPage | 664 | es |
dc.contributor.funder | Ministerio de Ciencia e Innovación (MICIN). España | es |
dc.contributor.funder | European Commission (EC). Fondo Europeo de Desarrollo Regional (FEDER) | es |
dc.contributor.funder | Junta de Andalucía | es |
Ficheros | Tamaño | Formato | Ver | Descripción |
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10.1021acscatal.2c06175.pdf | 2.445Mb | [PDF] | Ver/ | Versión aceptada |
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