dc.creator | Borrego Sánchez de la Cuesta, Lorenzo Gabriel | es |
dc.creator | Recio Jiménez, Rocío | es |
dc.creator | Álvarez González, Eleuterio | es |
dc.creator | Sánchez Coronilla, Antonio | es |
dc.creator | Khiar, Noureddine | es |
dc.creator | Fernández Fernández, Inmaculada | es |
dc.date.accessioned | 2020-01-23T13:55:53Z | |
dc.date.available | 2020-01-23T13:55:53Z | |
dc.date.issued | 2019-07-31 | |
dc.identifier.citation | Borrego Sánchez de la Cuesta, L.G., Recio Jiménez, R., Álvarez González, E., Sánchez Coronilla, A., Khiar, N. y Fernández Fernández, I. (2019). Steric Tuning of Sulfinamide/Sulfoxides as Chiral Ligands with C1, Pseudo-meso, and Pseudo‑C2 Symmetries: Application in Rhodium(I)-Mediated Arylation. Organic Letters, 21 (16), 6513-6518. | |
dc.identifier.issn | 1523-7052 | es |
dc.identifier.uri | https://hdl.handle.net/11441/92226 | |
dc.description.abstract | A new family of sulfinamide/sulfoxide derivatives was synthesized as chiral bidentate ligands by stereoselective additions of methylsulfinyl carbanions to N-tert-butylsulfinylimines. The new ligands, with C1, pseudo-meso, and pseudo-C2 symmetries, were successfully assayed in Rh-catalyzed additions of arylboronic acids to activated ketones. The sterically dissymmetric C1 ligand (RS,SC,RS)-N-[1-(phenylsulfinyl)-3-methylbut-2-yl] tert-butylsulfinamide turned out to be the optimal one, allowing the 1,4-additions of diverse arylboronic acids, on different α,β-unsaturated cyclic ketones with high chemical yields and enantioselectivities up to >99% ee. | es |
dc.description.sponsorship | Ministerio de Economía y Competitividad (Grant CTQ2016-78580-C2-2R) | es |
dc.format | application/pdf | es |
dc.language.iso | eng | es |
dc.publisher | ACS | es |
dc.relation.ispartof | Organic Letters, 21 (16), 6513-6518. | |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.subject | Hydrocarbons | es |
dc.subject | Aromatic compounds | es |
dc.subject | Ligands | es |
dc.subject | Ketones | es |
dc.subject | Stereoselectivity | es |
dc.title | Steric Tuning of Sulfinamide/Sulfoxides as Chiral Ligands with C1, Pseudo-meso, and Pseudo‑C2 Symmetries: Application in Rhodium(I)-Mediated Arylation | 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 y Farmacéutica | es |
dc.contributor.affiliation | Universidad de Sevilla. Departamento de Química Física | es |
dc.relation.projectID | CTQ2016-78580-C2-2R | es |
dc.relation.publisherversion | https://doi.org/10.1021/acs.orglett.9b02405 | es |
dc.identifier.doi | 10.1021/acs.orglett.9b02405 | es |
idus.format.extent | 6 p. | es |
dc.journaltitle | Organic Letters | es |
dc.publication.volumen | 21 | es |
dc.publication.issue | 16 | es |
dc.publication.initialPage | 6513 | es |
dc.publication.endPage | 6518 | es |
dc.description.awardwinning | Premio Anual Publicación Científica Destacada de la US. Facultad de Farmacia | |