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    Por favor, use este identificador para citar o enlazar este ítem:http://uvadoc.uva.es/handle/10324/32370

    Título
    Chiral Bifunctional Thioureas and Squaramides and Their Copolymers as Recoverable Organocatalysts. Stereoselective Synthesis of 2-Substituted 4-Amino-3-nitrobenzopyrans and 3-Functionalized 3,4-Diamino-4H-Chromenes
    Autor
    Andrés García, José MaríaAutoridad UVA Orcid
    Maestro Fernández, AliciaAutoridad UVA Orcid
    Valle Álvarez, María
    Pedrosa Sáez, RafaelAutoridad UVA Orcid
    Año del Documento
    2018
    Editorial
    American Chemical Society
    Descripción
    Producción Científica
    Documento Fuente
    Journal of Organic Chemistry, 2018, 83 (10), pp 5546–5557
    Abstract
    Novel styryl-substituted thioureas and squaramides were obtained in three steps from commercially available 4-hydroxy-3,5-dichloroaniline. These organocatalysts promote cascade reactions in high yields and excellent stereoselection. By using only a 5 mol % loading of catalyst, it is possible to obtain 2,3,4-trisubstituted benzopyrans by reaction of α-amido sulfones derived from salicyladehydes and nitrostyrenes or 2,3,4-trisubstituted 4H-chromenes by reaction of the same α-amido sulfones with (phenylsulfonyl)acetonitrile in excellent diastereo- and enantioselectivities. Two polymeric thioureas and squaramides were prepared by copolymerization of the best monomeric catalysts with styrene and divinylbenzene and used for the same transformations. These polymers behave also as excellent stereoselective catalysts that can be recovered and reused for five cycles.
    Palabras Clave
    Aminobenzopiranos
    Aminobenzopyranes
    ISSN
    0022-3263
    Revisión por pares
    SI
    DOI
    10.1021/acs.joc.8b00567
    Patrocinador
    Ministerio de Economía, Industria y Competitividad (Project FEDER-CTQ2014-59870-P)
    Junta de Castilla y León (programa de apoyo a proyectos de investigación - Project FEDER-VA115P17)
    Version del Editor
    https://pubs.acs.org/doi/10.1021/acs.joc.8b00567
    Idioma
    eng
    URI
    http://uvadoc.uva.es/handle/10324/32370
    Derechos
    openAccess
    Aparece en las colecciones
    • DEP67 - Artículos de revista [52]
    • CINQUIMA - Artículos de revista [162]
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    Universidad de Valladolid

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