Organic Chemistry, Drug Discovery, Multidisciplinary
9
Scopus Publications
116
Scholar Citations
6
Scholar h-index
6
Scholar i10-index
Scopus Publications
Bicarbonate-binding catalysis for the enantioselective desymmetrization of keto sulfonium salts José Alemán, Jorge Humbrías-Martín, Roberto del Río-Rodríguez, Fernando Aguilar-Galindo, Sergio Díaz-Tendero, Jose A. Fernández-Salas Nature Communications, 2024 Herein, an enantioselective desymmetrization of cyclic keto sulfonium salts through enantioselective deprotonation/ring opening process by anion-binding catalysis is presented. We report a squaramide/HCO3- complex as catalytic active species which is able to stereo-differentiate two enantiomeric protons, triggering the ring opening event taking advantage of the great tendency of sulfonium salts to act as leaving groups. Thus, this desymmetrization methodology give rise to β-methylsulfenylated sulfa-Michael addition type products with excellent yields and very good enantioselectivities. The bifunctional organocatalyst has been demonstrated to be capable of activating simultaneously the base and the keto sulfonium salt by DFT calculations and experimental proofs.
Acyl radicals generated from aldehydes with NHPI as electrocatalyst: aldehydes and alcohols as carbon-centered radical precursors Rodrigo G. Enríquez, Juan S. Dato-Santiago, Roberto del Río-Rodríguez, José Alemán, Jose A. Fernández-Salas Organic Chemistry Frontiers, 2024 We describe how N-hydroxyphthalimide (NHPI) promotes hydrogen atom transfer from aldehydes under electrochemical conditions. NHPI plays a multifunctional role, enabling the consideration of aldehydes or alcohols as sp3-carbon centered radicals.
Unveiling the impact of a CF2 motif in the isothiourea catalyst skeleton: Evaluating C(3)-F2-HBTM and its catalytic activity Matthew T. Westwood, Kevin Kasten, Lotte Stockhammer, Roberto del Río-Rodríguez, Jose A. Fernández-Salas, Andreas Eitzinger, Alexandra M. Z. Slawin, Mario Waser, Jose Alémán, Armin R. Ofial, Andrew D. Smith Arkivoc, 2024 The St Andrews Team (A. D. S., K. K., M. T. W.) thanks the EaSI-CAT centre for Doctoral Training (MTW) and the EPSRC (EP/T023643/1; KK). The Linz team (L. S., A. E., M. W.) gratefully acknowledges generous financial support by the Austrian Science Funds (FWF) through project No. P31784, the Erasmus+ program and the JKU Linz/Upper Austria scheme. The Madrid team (J. A. F.-S., J. A., R. d. R-R.) gratefully acknowledges the Spanish Government (RTI2018-095038-B-100), “Communidad de Madrid” for European Structural Funds (S2018/NMT-4367) and proyectos sinergicos I + D (Y2020/NMT-6469) for funding. J. A. F.-S. thanks the Spanish government for a Ramón y Cajal contract.
Nickel-Catalysed Cross-Electrophile Coupling of Benzyl Bromides and Sulfonium Salts towards the Synthesis of Dihydrostilbenes Roberto del Río‐Rodríguez, Laura Blanco, Alba Collado, Jose A. Fernández‐Salas, José Alemán Chemistry A European Journal, 2022 A nickel‐catalysed reductive cross‐coupling reaction between benzyl sulfonium salts and benzyl bromides is reported. Simple, stable and readily available sulfonium salts have shown their ability as leaving groups in cross‐electrophile coupling, allowing the formation of challenging sp3–sp3 carbon‐carbon bonds, towards the synthesis of interesting dihydrostilbene derivatives. In addition, benzyl tosyl derivatives have been demonstrated to be suitable substrates for reductive cross‐coupling by in‐situ formation of the corresponding sulfonium salt.
Isothiourea-catalysed enantioselective radical conjugate addition under batch and flow conditions Roberto del Río-Rodríguez, Matthew T. Westwood, Marina Sicignano, Martin Juhl, Jose A. Fernández-Salas, José Alemán, Andrew D. Smith Chemical Communications, 2022 The photocatalytic generation of α-amino radicals is combined with chiral isothiourea derived α,β-unsaturated acyl ammonium intermediates to generate γ-lactams in good yields and enantioselectivities under batch and flow conditions.
General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides Roberto del Río-Rodríguez, Lorena Fragoso-Jarillo, Alberto F. Garrido-Castro, M. Carmen Maestro, Jose A. Fernández-Salas, José Alemán Chemical Science, 2022 Herein, we report, a general, facile and environmentally friendly Minisci-type alkylation of N-heteroarenes under simple and straightforward electrochemical conditions using widely available alkyl halides as radical precursors.
Bicarbonate-binding catalysis for the enantioselective desymmetrization of keto sulfonium salts J Alemán, J Humbrías-Martín, R del Río-Rodríguez, F Aguilar-Galindo, ... Nature Communications 15 (1), 4727 , 2024 2024 Citations: 4
Innovative strategies for sustainable organic synthesis: from asymmetric organocatalysis to electrochemical processes R del Río Rodríguez Universidad Autónoma de Madrid , 2024 2024
Acyl radicals generated from aldehydes with NHPI as electrocatalyst: aldehydes and alcohols as carbon-centered radical precursors RG Enríquez, JS Dato-Santiago, R del Río-Rodríguez, J Alemán, ... Organic Chemistry Frontiers 11 (17), 4842-4848 , 2024 2024 Citations: 13
Unveiling the impact of a CF2 motif in the isothiourea catalyst skeleton: Evaluating C (3)-F2-HBTM and its catalytic activity MT Westwood, K Kasten, L Stockhammer, R del Río-Rodríguez, ... Arkivoc 4, 202312093 , 2024 2024 Citations: 1
Batch and flow electrochemical synthesis of allyl sulfones via sulfonation of allyl trifluoroborates: a robust, regioselective, and scalable approach L Mollari, R del Rio-Rodriguez, JA Fernández-Salas, J Alemán Green Chemistry 25 (21), 8510-8515 , 2023 2023 Citations: 10
Nickel‐Catalysed Cross‐Electrophile Coupling of Benzyl Bromides and Sulfonium Salts towards the Synthesis of Dihydrostilbenes R del Río‐Rodríguez, L Blanco, A Collado, JA Fernández‐Salas, ... Chemistry–A European Journal 28 (54), e202201644 , 2022 2022 Citations: 11
General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides R del Río-Rodríguez, L Fragoso-Jarillo, AF Garrido-Castro, MC Maestro, ... Chemical Science 13 (22), 6512-6518 , 2022 2022 Citations: 39
Isothiourea-catalysed enantioselective radical conjugate addition under batch and flow conditions R del Río-Rodríguez, MT Westwood, M Sicignano, M Juhl, ... Chemical Communications 58 (52), 7277-7280 , 2022 2022 Citations: 19
Enantioselective vinylogous Mukaiyama aldol reaction of α-ketoesters under bifunctional organocatalysis R del Rio-Rodriguez, V Laina-Martin, JA Fernández-Salas, J Aleman Chemical Communications 57 (88), 11665-11668 , 2021 2021 Citations: 6
Asymmetric synthesis of Rauhut–Currier-type esters via Mukaiyama–Michael reaction to acylphosphonates under bifunctional catalysis V Laina-Martin, R del Rio-Rodriguez, S Diaz-Tendero, ... Chemical Communications 54 (99), 13941-13944 , 2018 2018 Citations: 13
MOST CITED SCHOLAR PUBLICATIONS
General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides R del Río-Rodríguez, L Fragoso-Jarillo, AF Garrido-Castro, MC Maestro, ... Chemical Science 13 (22), 6512-6518 , 2022 2022 Citations: 39
Isothiourea-catalysed enantioselective radical conjugate addition under batch and flow conditions R del Río-Rodríguez, MT Westwood, M Sicignano, M Juhl, ... Chemical Communications 58 (52), 7277-7280 , 2022 2022 Citations: 19
Acyl radicals generated from aldehydes with NHPI as electrocatalyst: aldehydes and alcohols as carbon-centered radical precursors RG Enríquez, JS Dato-Santiago, R del Río-Rodríguez, J Alemán, ... Organic Chemistry Frontiers 11 (17), 4842-4848 , 2024 2024 Citations: 13
Asymmetric synthesis of Rauhut–Currier-type esters via Mukaiyama–Michael reaction to acylphosphonates under bifunctional catalysis V Laina-Martin, R del Rio-Rodriguez, S Diaz-Tendero, ... Chemical Communications 54 (99), 13941-13944 , 2018 2018 Citations: 13
Nickel‐Catalysed Cross‐Electrophile Coupling of Benzyl Bromides and Sulfonium Salts towards the Synthesis of Dihydrostilbenes R del Río‐Rodríguez, L Blanco, A Collado, JA Fernández‐Salas, ... Chemistry–A European Journal 28 (54), e202201644 , 2022 2022 Citations: 11
Batch and flow electrochemical synthesis of allyl sulfones via sulfonation of allyl trifluoroborates: a robust, regioselective, and scalable approach L Mollari, R del Rio-Rodriguez, JA Fernández-Salas, J Alemán Green Chemistry 25 (21), 8510-8515 , 2023 2023 Citations: 10
Enantioselective vinylogous Mukaiyama aldol reaction of α-ketoesters under bifunctional organocatalysis R del Rio-Rodriguez, V Laina-Martin, JA Fernández-Salas, J Aleman Chemical Communications 57 (88), 11665-11668 , 2021 2021 Citations: 6
Bicarbonate-binding catalysis for the enantioselective desymmetrization of keto sulfonium salts J Alemán, J Humbrías-Martín, R del Río-Rodríguez, F Aguilar-Galindo, ... Nature Communications 15 (1), 4727 , 2024 2024 Citations: 4
Unveiling the impact of a CF2 motif in the isothiourea catalyst skeleton: Evaluating C (3)-F2-HBTM and its catalytic activity MT Westwood, K Kasten, L Stockhammer, R del Río-Rodríguez, ... Arkivoc 4, 202312093 , 2024 2024 Citations: 1
Innovative strategies for sustainable organic synthesis: from asymmetric organocatalysis to electrochemical processes R del Río Rodríguez Universidad Autónoma de Madrid , 2024 2024
