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Enantioselective Friedel-Crafts Alkylation of Indoles with (E)-1-Aryl-4-benzyloxybut-2-en-1-ones Catalyzed by an (R)-3,3-Br2BINOLate-Hafnium(IV) Complex

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Enantioselective Friedel-Crafts Alkylation of Indoles with (E)-1-Aryl-4-benzyloxybut-2-en-1-ones Catalyzed by an (R)-3,3-Br2BINOLate-Hafnium(IV) Complex

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dc.contributor.author Muñoz Roca, María del Carmen es_ES
dc.date.accessioned 2016-02-03T09:17:54Z
dc.date.issued 2013-02-11
dc.identifier.issn 1434-193X
dc.identifier.uri http://hdl.handle.net/10251/60534
dc.description.abstract A highly enantioselective Friedel–Crafts reaction of unprotected indoles with (E)-1-aryl-4-benzyloxybut-2-en-1-ones catalyzed by a new chiral [Hf{(R)-3,3′-Br2-BINOL}(OtBu)2]2 complex has been developed to functionalize the C-3 position of the indole nucleus with a side chain bearing a 1,4-difunctionalized moiety and a benzylic stereogenic center. The reaction proceeds in good to excellent yields and excellent enantioselectivities (up to 97 % ee). The usefulness of this approach was illustrated with the synthesis of a tryptophol derivative es_ES
dc.description.sponsorship Financial support from the Ministerio de Ciencia e Innovacion, Gobierno de Espana and FEDER, European Union (Grant CTQ 2009-13083) and the Generalitat Valenciana (Grants ACOMP/2012/212 and ISIC 2012/001) is acknowledged. C.V. thanks the Generalitat Valenciana for a predoctoral grant. en_EN
dc.language Inglés es_ES
dc.publisher Wiley-VCH Verlag es_ES
dc.relation.ispartof European Journal of Organic Chemistry es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Alkylation es_ES
dc.subject Asymmetric catalysis es_ES
dc.subject C–C coupling es_ES
dc.subject Hafnium es_ES
dc.subject Regioselectivity es_ES
dc.subject.classification FISICA APLICADA es_ES
dc.title Enantioselective Friedel-Crafts Alkylation of Indoles with (E)-1-Aryl-4-benzyloxybut-2-en-1-ones Catalyzed by an (R)-3,3-Br2BINOLate-Hafnium(IV) Complex es_ES
dc.type Artículo es_ES
dc.embargo.lift 10000-01-01
dc.embargo.terms forever es_ES
dc.identifier.doi 10.1002/ejoc.201201636
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//CTQ2009-13083/ES/Desarrollo de nuevos procesos enantioselectivos de formación de enlaces C-C mediante catálisis asimétrica/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//ISIC%2F2012%2F001/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//ACOMP%2F2012%2F212/ es_ES
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Física Aplicada - Departament de Física Aplicada es_ES
dc.description.bibliographicCitation Muñoz Roca, MDC. (2013). Enantioselective Friedel-Crafts Alkylation of Indoles with (E)-1-Aryl-4-benzyloxybut-2-en-1-ones Catalyzed by an (R)-3,3-Br2BINOLate-Hafnium(IV) Complex. European Journal of Organic Chemistry. 1902-1907. https://doi.org/10.1002/ejoc.201201636 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://dx.doi.org/10.1002/ejoc.201201636. es_ES
dc.description.upvformatpinicio 1902 es_ES
dc.description.upvformatpfin 1907 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.relation.senia 246055 es_ES
dc.identifier.eissn 1099-0690
dc.contributor.funder Ministerio de Ciencia e Innovación es_ES
dc.contributor.funder Generalitat Valenciana es_ES
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