Show simple item record

dc.contributor.authorArrastia, Iosune
dc.contributor.authorArrieta Ayestaran, Ana Jesús
dc.contributor.authorCossío Mora, Fernando Pedro
dc.date.accessioned2021-01-20T13:29:46Z
dc.date.available2021-01-20T13:29:46Z
dc.date.issued2018-11-25
dc.identifier.citationThe European journal of organic chemistry 21(7) : 1059-1073 (2018)es_ES
dc.identifier.issn1434-193X
dc.identifier.issn1099-0690
dc.identifier.urihttp://hdl.handle.net/10810/49812
dc.description.abstractThe (3+2) cycloaddition between azomethine ylides and alkenes is an efficient, convergent and stereocontrolled method for the synthesis of unnatural pyrrolidine and proline scaffolds. In this review, the application of this reaction to the synthesis of enantiopure organometallic ligands for asymmetric catalysis is presented first. These new EhuPhos ligands can participate in a second generation of 1,3-dipolar reactions that generate an offspring of unnatural proline derivatives that behave as efficient organocatalysts. These densely substituted unnatural l-proline derivatives exhibit distinct features, different to those described for natural l-proline and its derivatives. Finally, several examples of biologically active proline derivatives obtained by means of (3+2) cycloadditions involving azomethine ylides are presented. These applications show the character of privileged structures of these polysubstituted pyrrolidine rings.es_ES
dc.description.sponsorshipFinancial support was provided by the Ministerio de Economia y Competitividad (MINECO) of Spain and FEDER (projects CTQ2016-80375-P and Red de Excelencia Consolider CTQ2014-51912-REDC) and the Basque Government (GV/EJ, grant IT-324-07). The authors thank the SGI/IZO-SGIker UPV/EHU and the DIPC for generous allocation of computational and analytical resources.es_ES
dc.language.isoenges_ES
dc.publisherWileyes_ES
dc.relationinfo:eu-repo/grantAgreement/MINECO/CTQ2016-80375-Pes_ES
dc.relationinfo:eu-repo/grantAgreement/MINECO/CTQ2014-51912-REDes_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es/*
dc.subject1,3-dipolar reactionses_ES
dc.subjectcycloadditioes_ES
dc.subjectasymmetric catalysises_ES
dc.subjectorganocatalysises_ES
dc.subjectmedicinal chemistryes_ES
dc.subjectenantioselective synthesises_ES
dc.subject3+2 cycloadditiones_ES
dc.subjectplanar chiralityes_ES
dc.subjectproline esterses_ES
dc.subjectp,n-ferrocene ligandses_ES
dc.subjectconjugate additiones_ES
dc.subjectferrocenyl ligandses_ES
dc.subjectallylic alkylationes_ES
dc.subjectinhibitorses_ES
dc.subjectstepwisees_ES
dc.titleApplication of 1,3-Dipolar Reactions between Azomethine Ylides and Alkenes to the Synthesis of Catalysts and Biologically Active Compoundses_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holderThis is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.es_ES
dc.rights.holderAtribución-NoComercial-SinDerivadas 3.0 España*
dc.relation.publisherversionhttps://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201800911es_ES
dc.identifier.doi10.1002/ejoc.201800911
dc.departamentoesQuímica orgánica Ies_ES
dc.departamentoeuKimika organikoa Ies_ES


Files in this item

Thumbnail
Thumbnail

This item appears in the following Collection(s)

Show simple item record

This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
Except where otherwise noted, this item's license is described as This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.