Primary Amine–2-Aminopyrimidine Chiral Organocatalysts for the Enantioselective Conjugate Addition of Branched Aldehydes to Maleimides
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Campo DC | Valor | Idioma |
---|---|---|
dc.contributor | Síntesis Asimétrica (SINTAS) | es |
dc.contributor.author | Vizcaíno-Milla, Pascuala | - |
dc.contributor.author | Sansano, Jose M. | - |
dc.contributor.author | Nájera, Carmen | - |
dc.contributor.author | Fiser, Béla | - |
dc.contributor.author | Gómez Bengoa, Enrique | - |
dc.contributor.other | Universidad de Alicante. Departamento de Química Orgánica | es |
dc.contributor.other | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica | es |
dc.date.accessioned | 2015-07-24T08:28:34Z | - |
dc.date.available | 2015-07-24T08:28:34Z | - |
dc.date.issued | 2015-05-26 | - |
dc.identifier.citation | Synthesis. 2015, 47(15): 2199-2206. doi:10.1055/s-0034-1380718 | es |
dc.identifier.issn | 0039-7881 (Print) | - |
dc.identifier.issn | 1437-210X (Online) | - |
dc.identifier.uri | http://hdl.handle.net/10045/48658 | - |
dc.description.abstract | Chiral primary amines containing the (R,R)- and (S,S)-trans-cyclohexane-1,2-diamine scaffold and a pyrimidin-2-yl unit are synthesized and used as general organocatalysts for the Michael reaction of α-branched aldehydes to maleimides. The reaction takes place with 10 mol% organocatalyst loading and hexanedioic acid as cocatalyst in aqueous N,N-dimethylformamide at 10 °C affording the corresponding succinimides in good yields and enantioselectivities. DFT calculations support the stereochemical results and the role played by the solvents. | es |
dc.description.sponsorship | The Spanish Ministerio de Ciencia e Innovación (MICINN) (projects CTQ2010-20387, and Consolider Ingenio 2010, CSD2007-00006), the Spanish Ministerio de Economia y Competitividad (MINECO) (projects CTQ2013-43446-P and CTQ2014-51912-REDC), FEDER, the Generalitat Valenciana (PROMETEO 2009/039 and PROMETEOII/2014/017), the Basque Government (GV Grant IT-291-07), the FP7 Marie Curie Actions of the European Commission via the ITN ECHONET network (MCITN-2012-316379), and the Universities of Alicante and Basque Country are gratefully acknowledged for financial support. | es |
dc.language | eng | es |
dc.publisher | Georg Thieme Verlag | es |
dc.rights | © Georg Thieme Verlag Stuttgart · New York | es |
dc.subject | Asymmetric organocatalysis | es |
dc.subject | Maleimides | es |
dc.subject | Succinimides | es |
dc.subject | Aldehydes | es |
dc.subject | Michael addition | es |
dc.subject.other | Química Orgánica | es |
dc.title | Primary Amine–2-Aminopyrimidine Chiral Organocatalysts for the Enantioselective Conjugate Addition of Branched Aldehydes to Maleimides | es |
dc.type | info:eu-repo/semantics/article | es |
dc.peerreviewed | si | es |
dc.identifier.doi | 10.1055/s-0034-1380718 | - |
dc.relation.publisherversion | http://dx.doi.org/10.1055/s-0034-1380718 | es |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.relation.projectID | info:eu-repo/grantAgreement/EC/FP7/316379 | es |
Aparece en las colecciones: | INV - SINTAS - Artículos de Revistas Investigaciones financiadas por la UE |
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2015_Vizcaino_etal_Synthesis_pre.pdf | Versión revisada (acceso abierto) | 136,58 kB | Adobe PDF | Abrir Vista previa |
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