Artículos (Química Orgánica)

URI permanente para esta colecciónhttps://hdl.handle.net/11441/10924

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Examinando Artículos (Química Orgánica) por Autor "Alberca Manzano, Saúl"

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    Acceso AbiertoArtículo
    Asymmetric cross-aldol reactions of α-keto hydrazones and α,β-unsaturated γ-keto hydrazones with trifluoromethyl ketones
    (Royal Society of Chemistry, 2021-11-18) Alberca Manzano, Saúl; Matador Martínez, Esteban; Iglesias Sigüenza, Francisco Javier; Retamosa Hernández, María Gracia; Fernández Fernández, Rosario Fátima; Lassaletta, José M.; Monge Fernández, David; Universidad de Sevilla. Departamento de Química orgánica; Ministerio de Ciencia, Innovación y Universidades (MICINN). España; Junta de Andalucía
    α-Keto hydrazones and α,β-unsaturated γ-keto hydrazones are suitable pro-nucleophiles for asymmetric cross-aldol reactions with trifluoromethyl ketones via aza-di(tri)enamine-type intermediates. A quinidine-derived primary amine catalyst affords tertiary trifluoromethylated alcohols in good-to-excellent yields and high enantioselectivities. Subsequent transformations of hydrazono moieties yield appealing fluorinated carboxylic acids, 1,4-dicarbonyls and γ-keto acids.
  • Miniatura
    Acceso AbiertoArtículo
    Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
    (Royal Society of Chemistry, 2020) Velázquez Muñoz, Marta; Alberca Manzano, Saúl; Iglesias Sigüenza, Francisco Javier; Fernández Fernández, Rosario Fátima; Lassaletta, José M. ; Monge Fernández, David; Universidad de Sevilla. Departamento de Química orgánica
    Catalysts generated by combinations of Pd(TFA)2and pyridine-hydrazone ligands have allowed the asymmetric 1,2-addition of aryl boronic acids toN-carbamoyl (Cbz and Fmoc) protected glyoxylate-derived hydrazones, yielding a-aryl a-hydrazino esters/amides in high enantioselectivities. Subsequent removal of the carbamoyl moiety affords key building blocks en route to hydrazinopeptides,N-aminopeptides and peptidomimetics thereof.
  • Miniatura
    Acceso AbiertoArtículo
    Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic N-Carbamoyl Hydrazones
    (Wiley, 2022) Alberca Manzano, Saúl; Velázquez Muñoz, Marta; Trujillo Sierra, José; Iglesias Sigüenza, Francisco Javier; Fernández Fernández, Rosario Fátima; Lassaletta, José M.; Monge Fernández, David; Universidad de Sevilla. Departamento de Química orgánica; Ministerio de Economía y Competitividad (MINECO). España; Junta de Andalucía
    Catalysts generated by combinations of Pd(TFA)2 and pyridine-hydrazone ligands have been applied to 1,2 addition of arylboronic acids to aliphatic N-carbamoyl (Cbz) hydrazones, affording protected α- aryl monoalkylhydrazines with high enantioselectivities (37-99% ee). Subsequent removal of the benzyloxy carbonyl protecting group provides a direct entry to free monosubstituted hydrazines, key building blocks for the synthesis of appealing 1,2-diaza-heterocycles, aminoacid derived hydrazides and other pharmacophores thereof.