dc.creator | Carranza César, Marina | es |
dc.creator | Carmona Asenjo, Ana Teresa | es |
dc.creator | Navo, Claudio D. | es |
dc.creator | Robina Ramírez, Inmaculada | es |
dc.creator | Fratta, Simone | es |
dc.creator | Newburn, Carlos | es |
dc.creator | Jimenez-Oses, Gonzalo | es |
dc.creator | Moreno Vargas, Antonio José | es |
dc.date.accessioned | 2023-11-07T11:43:45Z | |
dc.date.available | 2023-11-07T11:43:45Z | |
dc.date.issued | 2023 | |
dc.identifier.citation | Carranza César, M., Carmona Asenjo, A.T., Navo, C.D., Robina Ramírez, I., Fratta, S., Newburn, C.,...,Moreno Vargas, A.J. (2023). Experimental and Theoretical Analysis of the Thiol-Promoted Fragmentation of 2-Halo-3-tosyl-oxanorbornadienes. Organic Letters, 25 (41), 7481-7485. https://doi.org/10.1021/acs.orglett.3c02548. | |
dc.identifier.issn | 1523-7060 | es |
dc.identifier.issn | 1523-7052 | es |
dc.identifier.uri | https://hdl.handle.net/11441/150241 | |
dc.description.abstract | 2-Halo-3-tosyl-oxanorbornadienes are able to accept two thiol molecules through an initial nucleophilic substitution, giving isolable oxabicyclic thiovinyl sulfones that, subsequently, can react with a second thiol molecule via thio-Michael addition. The resulting oxanorbornenic thioketals undergo retro-Diels-Alder (rDA) fragmentation to release a furan derivative and a ketene S,S-acetal. The substitution pattern of the oxanorbornadienic skeleton influences the rate of the rDA through electronic and steric factors examined by quantum mechanical calculations. | es |
dc.description.sponsorship | Ministerio de Ciencia e Innovación PID2020-116460RB-100, PID2021- 125946OB-I00, CEX2021-001136-S | es |
dc.description.sponsorship | Junta de Andalucía P20_00532 | es |
dc.description.sponsorship | European Union 671881 | es |
dc.format | application/pdf | es |
dc.format.extent | 5 p. | es |
dc.language.iso | eng | es |
dc.publisher | American Chemical Society | es |
dc.relation.ispartof | Organic Letters, 25 (41), 7481-7485. | |
dc.rights | Atribución 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.title | Experimental and Theoretical Analysis of the Thiol-Promoted Fragmentation of 2-Halo-3-tosyl-oxanorbornadienes | es |
dc.type | info:eu-repo/semantics/article | es |
dcterms.identifier | https://ror.org/03yxnpp24 | |
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 | PID2020-116460RB-100 | es |
dc.relation.projectID | PID2021- 125946OB-I00 | es |
dc.relation.projectID | CEX2021-001136-S | es |
dc.relation.projectID | P20_00532 | es |
dc.relation.projectID | 671881 | es |
dc.relation.publisherversion | https://doi.org/10.1021/acs.orglett.3c02548 | es |
dc.identifier.doi | 10.1021/acs.orglett.3c02548 | es |
dc.journaltitle | Organic Letters | es |
dc.publication.volumen | 25 | es |
dc.publication.issue | 41 | es |
dc.publication.initialPage | 7481 | es |
dc.publication.endPage | 7485 | es |
dc.contributor.funder | Ministerio de Ciencia e Innovación (MICIN). España | es |
dc.contributor.funder | Junta de Andalucía | es |
dc.contributor.funder | European Union (UE) | es |