dc.contributor.author | Rodríguez López, Sandra | |
dc.contributor.author | Uria Pujana, Uxue | |
dc.contributor.author | Reyes Martín, Efraim | |
dc.contributor.author | Carrillo Fernández, María Luisa | |
dc.contributor.author | Tejero, Tomás | |
dc.contributor.author | Merino, Pedro | |
dc.contributor.author | Vicario Hernando, José Luis | |
dc.date.accessioned | 2023-12-13T11:00:29Z | |
dc.date.available | 2023-12-13T11:00:29Z | |
dc.date.issued | 2020-02-10 | |
dc.identifier.citation | Angewandte Chemie Int. Ed. 59(17) : 6780-6784(2020) | es_ES |
dc.identifier.issn | 1433-7851 | |
dc.identifier.issn | 1521-3773 (electronic) | |
dc.identifier.uri | http://hdl.handle.net/10810/63356 | |
dc.description.abstract | The enantioselective synthesis of tropanols has been accomplished through chiral phosphoric acid catalyzed pseudotransannular ring opening of 1-aminocyclohept-4-ene-derived epoxides. The reaction proceeds together with the desymmetrization of the starting material and leads to the direct formation of the 8-azabicyclo[3.2.1]octane scaffold with excellent stereoselectivity. The synthetic applicability of the reaction was demonstrated by the enantioselective synthesis of the two natural products (−)-α-tropanol and (+)-ferruginine. | es_ES |
dc.description.sponsorship | Spanish MCIU (FEDER-CTQ2017-83633-P, FEDER-CTQ2016-76155-R and FPU fellowship to S. R.), Basque Government (IT908-16), Government of Aragón (Grupos Consolidados, E.34-17R). | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Wiley-VCH | es_ES |
dc.relation | info:eu-repo/grantAgreement/MCIU/CTQ2017-83633-P | es_ES |
dc.relation | info:eu-repo/grantAgreement/MCIU/CTQ2016-76155-R | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.subject | alkaloids | es_ES |
dc.subject | asymmetric catalysis | es_ES |
dc.subject | brønsted Acids | es_ES |
dc.subject | desymmetrization | es_ES |
dc.subject | organocatalysis | es_ES |
dc.title | Enantioselective Synthesis of Tropanes: Brønsted Acid Catalyzed Pseudotransannular Desymmetrization | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | © 2020, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim | es_ES |
dc.relation.publisherversion | https://doi.org/10.1002/anie.202000650 | es_ES |
dc.identifier.doi | 10.1002/anie.202000650 | |
dc.departamentoes | Química orgánica II | es_ES |
dc.departamentoeu | Kimika organikoa II | es_ES |