Browsing by Subject "Organic synthesis"

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    Catalysis in the excited state: bringing innate transition metal photochemistry into play
    (American Chemical Society, 2025-03-05) Juliá Hernández, Fabio; Química Inorgánica; Facultad de Química
    Transition metal catalysis is an indispensable tool for organic synthesis that has been harnessed, modulated and perfected for many decades by careful selection of metal centers and ligands, giving rise to synthetic methods with unparalleled efficiency and chemoselectivity. Recent developments have demonstrated how light irradiation can also be recruited as a powerful tool to dramatically alter the outcome of catalytic reactions, providing access to innovative pathways with remarkable synthetic potential. In this context, the adoption of photochemical conditions as a mainstream strategy to drive organic reactions has unveiled exciting opportunities to exploit the rich excited-state framework of transition metals for catalytic applications. This Perspective examines the advances on the application of transition metal complexes as standalone photocatalysts, exploiting the innate reactivity of their excited states beyond the common use as photoredox catalysts. An account of relevant examples is dissected to provide a discussion on the electronic reorganization, the orbitals involved and the associated reactivity of different types of excited states. This analysis aims to provide practitioners with fundamental principles and guiding strategies to understand, design and apply light-activation strategies to homogeneous transition metal catalysis for organic synthesis.
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    Diastereoselective Intramolecular Heck Reaction Assisted by an Acetate Group: Synthesis of the Decahydrobenzofluorene Derivative Dasyscyphin E
    (American Chemical Society, 2017-08-15) Jimenez, Fermin; Fernandez, Antonio; Boulifa, Ettahir; Mansour, Ahmed Ibn; Alvarez-Manzaneda, Ramon; Chahboun, Rachid; Alvarez-Manzaneda, Enrique; Química Orgánica
    The first synthesis of antifungal sesquiterpene quinol dasyscyphin E was achieved starting from trans-communic acid. The process described involves the first diastereoselective synthesis of this type of compound by cyclization of an aryl bicyclosesquiterpene. The acid was efficiently transformed into a sesquiterpene synthon, which was converted into the corresponding bromoaryl sesquiterpene. The key step of synthetic sequence was the cyclization of the latter under Heck reaction conditions, which yielded the tetracyclic skeleton of the target compound with complete diastereoselectivity. The participation of an acetate group is decisive, both for the course of the Heck reaction and for the stereoselectivity of the process.
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    FAIR data for compunds included in the article "Maximizing the [c2]daisy chain to lasso ratio through competitive self-templating clipping reactions"
    (Universidad de Murcia, 2021-11-30) Saura-Sanmartin, Adrian; Pastor Vivero, Aurelia; Martinez-Cuezva, Alberto; Berná Cánovas, José; Química Orgánica