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Enantiodivergent Synthesis of (+)- and (-)-Pyrrolidine 197B. Synthesis of trans-2,5-Disubstituted Pyrrolidines via Intramolecular Hydroamination
dc.contributor.author | Pérez, Sixto J. | |
dc.contributor.author | Purino, Martín A. | |
dc.contributor.author | Cruz, Daniel A. | |
dc.contributor.author | López-Soria, Juan M. | |
dc.contributor.author | Carballo, Rubén M. | |
dc.contributor.author | Ramírez, Miguel A. | |
dc.contributor.author | Fernández, Israel | |
dc.contributor.author | Martín García, Víctor Sotero | |
dc.contributor.author | Padrón, Juan I. | |
dc.date.accessioned | 2019-09-04T10:36:31Z | |
dc.date.available | 2019-09-04T10:36:31Z | |
dc.date.issued | 2016 | |
dc.identifier.uri | http://riull.ull.es/xmlui/handle/915/16011 | |
dc.description.abstract | A highly efficient diastereoselective iron(III)-catalyzed intramolecular hydroamination/cyclization reaction involving - substituted amino alkenes is described. Thus, enantiopure trans-2,5- disubstituted pyrrolidines and trans-5-substituted proline derivatives are synthesized by means of the combination of enantiopure starting materials, easily available from L--amino acids, with sustainable metal catalysts such as iron(III) salts. The scope of this methodology is highlighted in an enantiodivergent approach to the synthesis of both (+)- and (-)-pyrrolidine 197B alkaloids from L-glutamic acid. In addition, a computational study was also carried out to gain insight into the complete diastereoselectivity of the transformation. | es_ES |
dc.format.mimetype | application/pdf | |
dc.language.iso | en | es_ES |
dc.publisher | Wiley | es_ES |
dc.relation.ispartofseries | Chemistry: A European Journal, Vol. 22, n. 43, 2016; | |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.title | Enantiodivergent Synthesis of (+)- and (-)-Pyrrolidine 197B. Synthesis of trans-2,5-Disubstituted Pyrrolidines via Intramolecular Hydroamination | es_ES |
dc.type | info:eu-repo/semantics/article | |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es_ES |
dc.subject.keyword | Alcaloides | es_ES |
dc.subject.keyword | ciclización | es_ES |
dc.subject.keyword | hidroaminación | es_ES |
dc.subject.keyword | acero | es_ES |
dc.subject.keyword | heterociclos de nitrógeno | es_ES |
dc.type.hasVersion | info:eu-repo/semantics/acceptedVersion | es_ES |