ADRIEN QUINTARD
Chargé de recherche (CNRS)
Affiliation
Centre national de la recherche scientifique
Équipe de recherche
DCM-SERCO
Domaines de recherche
Synthèse organique, organocatalyse, catalyse métallique, matériaux supramoléculaires
Disciplines scientifiques
Chimie organique, minérale, industrielle
Habilitation à diriger des recherches
Olivieri, E., & Quintard A.
(2023). Out of Equilibrium Chemical Systems Fueled by Trichloroacetic Acid.
ACS Organic & Inorganic Au. 3(1), 4-12.
Shao, N., Monnier V., Charles L., Rodriguez J., Bressy C., & Quintard A.
(2022). Multi-catalytic Enantioselective Synthesis of 1,3-Diols Containing a Tetrasubstituted Fluorinated Stereocenter.
European Journal of Organic Chemistry. 2022(17), e202200031.
Thomas, A., Gasch B., Olivieri E., & Quintard A.
(2022). Trichloroacetic acid fueled practical amine purifications.
Beilstein Journal of Organic Chemistry. 18, 225–231.
Shao, N., Liu X., Monnier V., Charles L., Rodriguez J., Bressy C., et al.
(2022). Enantioselective Synthesis of Acyclic Stereotriads Featuring Fluorinated Tetrasubstituted Stereocenters.
Chemistry – A European Journal. 28(5), e202103874.
Liu, X., Pons J-M., Monnier V., Charles L., Quintard A., & Bressy C.
(2022). Enantiocontrol over Acyclic Quaternary Stereocenters by Acylative Organocatalyzed Kinetic Resolution.
European Journal of Organic Chemistry. 2022(6), e202101475.
Olivieri, E., Gasch B., Quintard G., Naubron J-V., & Quintard A.
(2022). Dissipative Acid-Fueled Reprogrammable Supramolecular Materials.
ACS Applied Materials & Interfaces. 14(21), 24720–24728.
Olivieri, E., & Quintard A.
(2022). Gel-sol-gel ou sol-gel-sol ? Le contrôle temporel des propriétés de matériaux par une alimentation chimique.
L'Actualité Chimique. 475,
Shao, N., Rodriguez J., & Quintard A.
(2022). Catalysis Driven Six-Step Synthesis of Apratoxin A Key Polyketide Fragment.
Organic Letters. 24(36), 6537-6542.
Olivieri, E., Shao N., Rosas R., Naubron J-V., & Quintard A.
(2022). Catalytic Reversible (De)hydrogenation To Rotate a Chemically Fueled Molecular Switch.
Angewandte Chemie International Edition. 61, e202214763.
Olivieri, E., Quintard G., Naubron J-V., & Quintard A.
(2021). Chemically Fueled Three-State Chiroptical Switching Supramolecular Gel with Temporal Control.
Journal of the American Chemical Society. 143(32), 12650–12657.
Desrues, T., Merad J., Andrei D., Pons J-M., Parrain J-L., Médebielle M., et al.
(2021). Impact of the Difluoromethylene Group in the Organocatalyzed Acylative Kinetic Resolution of alpha,alpha-Difluorohydrins.
Angewandte Chemie International Edition. 60(47), 24924–24929.
Quintard, A.
(2021). Iron-Based Multi-Catalysis: Eco-Compatible Alternative for Complex Molecules Synthesis.
Chemistry – A European Journal. 27, 89–105.
Quintard, A.
(2021). Development of Multi-Catalytic Strategies Based on the Combination between Iron-/Copper- and Organo-Catalysis.
Israel Journal of Chemistry. 61, 278–288.
Desrues, T., Liu X., Pons J-M., Monnier V., Amalian J-A., Charles L., et al.
(2021). Indirect Tertiary Alcohol Enantiocontrol by Acylative Organocatalytic Kinetic Resolution.
Organic Letters. 23(11), 4332–4336.
Quintard, A.
(2021). Copper Catalyzed Decarboxylative Functionalization of Ketoacids.
The Chemical Record. 21(12), 3382–3393.
Yagoub, I., Clemancey M., Bayle P-A., Quintard A., Delattre G., Blondin G., et al.
(2021). Mössbauer Spectroscopic and Computational Investigation of An Iron Cyclopentadienone Complex.
Inorganic Chemistry. 60(15), 11192–11199.
Sperandio, C., Rodriguez J., & Quintard A.
(2020). Catalytic strategies towards 1,3-polyol synthesis by enantioselective cascades creating multiple alcohol functions.
Org. Biomol. Chem.. 18(6), 1025–1035.
Sperandio, C., Rodriguez J., & Quintard A.
(2020). Three-Component Multi-Catalytic Enantioselective Oxa-Michael/Aldolization Sequence and Application to (+)-Yashabushitriol Synthesis.
European Journal of Organic Chemistry. 2020(17), 2493–2496.
Sperandio, C., Rodriguez J., & Quintard A.
(2020). Organocatalytic carbon dioxide fixation to epoxides by perfluorinated 1,3,5-triols catalysts.
Org. Biomol. Chem.. 18(14), 2637–2640.
Shao, N., Rodriguez J., & Quintard A.
(2020). Redox-Neutral 1,3-Diol Synthesis by Base-Promoted Diastereoselective Alcohol–Aldolization.
Organic Letters. 22(18), 7197–7201.
Quintard, A., & Rodriguez J.
(2019). Enantioselective Ir-Catalyzed Bidirectional Reductive Coupling.
Organic Letters. 21(2), 453–456.
Rodriguez, J., & Quintard A.
(2019). Acyl Transfer Strategies as Transient Activations for Enantioselective Synthesis.
Synthesis. 51(9), 1923–1934.
Sperandio, C., Quintard G., Naubron J-V., Giorgi M., Yemloul M., Parrain J-L., et al.
(2019). Strategic Stereoselective Halogen (F, Cl) Insertion: A Tool to Enhance Supramolecular Properties in Polyols.
Chemistry – A European Journal. 25(66), 15098–15105.
Rodriguez, J., & Quintard A.
(2018). Discovery of Eco-compatible Synthetic Paths by a Multi-catalysis Approach.
Chimia. 72(9), 580.
Quintard, A., Sperandio C., & Rodriguez J.
(2018). Modular Enantioselective Synthesis of an Advanced Pentahydroxy Intermediate of Antimalarial Bastimolide A and of Fluorinated and Chlorinated Analogues.
Organic Letters. 20(17), 5274–5277.
Quintard, A.
(2018). Young Career Focus: Dr. Adrien Quintard (Aix-Marseille University, France).
SynForm. 8, A126-A128.
Quintard, A., Roudier M., & Rodriguez J.
(2018). Multicatalytic Enantioselective Borrowing Hydrogen delta-Lactonization Strategy from beta-Keto Esters and Allylic Alcohols.
Synthesis. 50(4), 785–792.
Ricucci, A., Rodriguez J., & Quintard A.
(2018). Organo- and Copper-Multi-Catalyzed Pseudo Four-Component Access to gem-Difluorohydrins.
European Journal of Organic Chemistry. 2018(27-28), 3697–3700.
Quintard, A., & Rodriguez J.
(2017). Bicatalyzed Three-Component Stereoselective Decarboxylative Fluoro-Aldolization for the Construction of Elongated Fluorohydrins.
ACS Catalysis. 7(8), 5513–5517.
Quintard, A., & Rodriguez J.
(2017). Organocatalytic Activation of Diethyl Glutaconate for the Diastereo- and Enantioselective Assembly of NH-Free 2,3,4-Trisubstituted Pyrrolidines.
Organic Letters. 19(3), 722–725.
Roudier, M., Constantieux T., Rodriguez J., & Quintard A.
(2016). Recent Achievements in Enantioselective Borrowing Hydrogen by the Combination of Iron- and Organocatalysis.
Chimia. 70(1-2), 97.
Quintard, A., & Rodriguez J.
(2016). A Step into an eco-Compatible Future: Iron- and Cobalt-catalyzed Borrowing Hydrogen Transformation.
ChemSusChem. 9(1), 28–30.
Quintard, A., & Rodriguez J.
(2016). Catalytic enantioselective OFF ↔ ON activation processes initiated by hydrogen transfer: concepts and challenges.
Chem. Commun.. 52(69), 10456–10473.
Roudier, M., Constantieux T., Quintard A., & Rodriguez J.
(2016). Triple Iron/Copper/Iminium Activation for the Efficient Redox Neutral Catalytic Enantioselective Functionalization of Allylic Alcohols.
ACS Catalysis. 6(8), 5236–5244.
Quintard, A., & Rodriguez J.
(2016). Organo- and Iron(0) Catalysis for an Enantioselective Michael Addition–Hemiketalization–Fragmentation Sequence to Protected omega-Hydroxy-nitroketones.
Advanced Synthesis & Catalysis. 358(21), 3362–3367.
Quintard, A., Cheshmedzhieva D., Duque M. del Mar Sa, Gaudel-Siri A., Naubron J-V., Génisson Y., et al.
(2015). Origin of the Enantioselectivity in Organocatalytic Michael Additions of beta-Ketoamides to alpha,beta-Unsaturated Carbonyls: A Combined Experimental, Spectroscopic and Theoretical Study.
Chemistry – A European Journal. 21(2), 778–790.
Quintard, A., & Rodriguez J.
(2015). Synergistic Cu–amine catalysis for the enantioselective synthesis of chiral cyclohexenones.
Chem. Commun.. 51(46), 9523–9526.
Roudier, M., Constantieux T., Quintard A., & Rodriguez J.
(2015). Enantioselective Synthesis of Medium-Sized-Ring Lactones by Organocatalytic Michael Addition Followed by Reductively Initiated Fragmentation.
European Journal of Organic Chemistry. 2015(26), 5709–5711.
Quintard, A., & Rodriguez J.
(2015). Didecarboxylative Iron-Catalyzed Bidirectional Aldolization towards Diversity-Oriented Ketodiol Synthesis.
Chemistry – A European Journal. 21(42), 14717–14722.
Quintard, A., & Rodriguez J.
(2014). Iron Cyclopentadienone Complexes: Discovery, Properties, and Catalytic Reactivity.
Angewandte Chemie International Edition. 53(16), 4044–4055.
Quintard, A., Constantieux T., & Rodriguez J.
(2013). An Iron/Amine-Catalyzed Cascade Process for the Enantioselective Functionalization of Allylic Alcohols.
Angewandte Chemie International Edition. 52(49), 12883–12887.
Raimondi, W., Duque M. del Mar Sa, Goudedranche S., Quintard A., Constantieux T., Bugaut X., et al.
(2013). Activation of 1,2- and 1,3-Ketoamides with Thiourea Organocatalyst for the Enantioselective Domino Synthesis of Functionalized Cyclohexanes.
Synthesis. 45(12), 1659–1666.
Trost, B.. M., & Quintard A.
(2012). Asymmetric Catalytic Synthesis of the Proposed Structure of Trocheliophorolide B.
Organic Letters. 14(17), 4698–4700.
Trost, B. M., & Quintard A.
(2012). Asymmetric Catalytic Alkynylation of Acetaldehyde: Application to the Synthesis of (+)-Tetrahydropyrenophorol.
Angewandte Chemie International Edition. 51(27), 6704–6708.
Quintard, A., & Alexakis A.
(2011). 1,2-Sulfone rearrangement in organocatalytic reactions.
Org. Biomol. Chem.. 9(5), 1407–1418.
Quintard, A., Alexakis A., & Mazet C.
(2011). Access to High Levels of Molecular Complexity by One-Pot Iridium/Enamine Asymmetric Catalysis.
Angewandte Chemie International Edition. 50(10), 2354–2358.
Quintard, A., Lefranc A., & Alexakis A.
(2011). Highly Enantioselective Direct Vinylogous Michael Addition of gamma-Butenolide to Enals.
Organic Letters. 13(6), 1540–1543.
Murphy, J. J., Quintard A., McArdle P., Alexakis A., & Stephens J. C.
(2011). Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones.
Angewandte Chemie International Edition. 50(22), 5095–5098.
Quintard, A., & Alexakis A.
(2011). Highly enantioselective organocascade intermolecular iminium/enamine Michael addition on enals.
Chem. Commun.. 47(25), 7212–7214.
Quintard, A., Langlois J-B., Emery D., Mareda J., Guénée L., & Alexakis A.
(2011). Conformationally Stabilized Catalysts by Fluorine Insertion: Tool for Enantioselectivity Improvement.
Chemistry – A European Journal. 17(48), 13433–13437.
Quintard, A., Belot S., Marchal E., & Alexakis A.
(2010). Aminal–Pyrrolidine Organocatalysts – Highly Efficient and Modular Catalysts for alpha-Functionalization of Carbonyl Compounds.
European Journal of Organic Chemistry. 2010(5), 927–936.
Belot, S., Quintard A., Krause N., & Alexakis A.
(2010). Organocatalyzed Conjugate Addition of Carbonyl Compounds to Nitrodienes/Nitroenynes and Synthetic Applications.
Advanced Synthesis & Catalysis. 352(4), 667–695.
Palais, L., Babel L., Quintard A., Belot S., & Alexakis A.
(2010). Copper-Catalyzed Enantioselective 1,4-Addition to alpha,beta-Unsaturated Aldehydes.
Organic Letters. 12(9), 1988–1991.
Quintard, A., & Alexakis A.
(2010). Asymmetric addition of alpha-hetero-disubstituted aldehydes to vinyl sulfones; formation of highly functionalized tetrasubstituted carbon centres.
Chem. Commun.. 46(23), 4085–4087.
Bournaud, C., Marchal E., Quintard A., Sulzer-Mossé S., & Alexakis A.
(2010). Organocatalyst-mediated enantioselective intramolecular Michael addition of aldehydes to vinyl sulfones.
Tetrahedron: Asymmetry. 21(13), 1666–1673.
Quintard, A., & Alexakis A.
(2010). Highly Enantioselective One-Pot Copper-Catalyzed 1,4 Addition/Organocatalyzed alpha-Substitution of Enals.
Advanced Synthesis & Catalysis. 352(11-12), 1856–1860.
Quintard, A., & Alexakis A.
(2009). Organocatalytic Addition on 1,2-Bis(sulfone)vinylenes Leading to an Unprecedented Rearrangement.
Chemistry – A European Journal. 15, 11109–11113.
Quintard, A., Bournaud C., & Alexakis A.
(2008). Diversity-Oriented Synthesis towards Conceptually New Highly Modular Aminal–Pyrrolidine Organocatalysts.
Chemistry – A European Journal. 14, 7504–7507.
Quintard, A., Darbost U., Vocanson F., Pellet-Rostaing S., & Lemaire M.
(2007). Synthesis of new calix[4]arene based chiral ligands bearing beta-amino alcohol groups and their application in asymmetric transfer hydrogenation.
Tetrahedron: Asymmetry. 18, 1926–1933.
Parcours:
Since 2022 : CNRS full position (CR). Université Grenoble-Alpes
2017 : Habilitation à Diriger des Recherches (HDR).
2014-2022 : CNRS full position (CR). Institut of molecular Sciences (Aix-Marseille University).
2012-2014 : Post-doctoral research associate then Researcher (Young ANR starting grant (PDOC 2013-2017)). Institut of molecular Sciences (Aix-Marseille University).
2011-2012 : Post-doctoral research associate. Prof. B. M. Trost group (Stanford University): SNF grant.
2007-2011 : PhD. Prof. A. Alexakis group (University of Geneva).
2004-2007 : Engineering school CPE Lyon and Master 2 from University of Lyon.
2002-2004 : IUT Paul Sabatier Toulouse III (Castres).
Fundings:
2019-2023: ANR young researcher research grant as PI ( project on multicatalysis)
2018-2022: ANR collaborative research grant as partner ( project on enantioselective acylation)
2018-2021: A*Midex research grant as PI( "emergence et innovation" project on molecular machines)
2018: Ulysse French-Ireland grant as PI(Collaboration with John Stephens of Maynooth university (Ireland) on flow chemistry)
2013-2017: ANR starting grant as PI (PDOC ANR on borrowing hydrogen)
Awards:
2021: CNRS bronze medal
2021: Prix Départemental de la recherche en Provence-Jeune Chercheur
2018: Thieme Chemistry Journal Award
2017: "Emergence" Award of the Division de Chimie Organique of the French Chemical Society
2017: JSP fellowship - 52nd Bürgenstock conference
2011-2012: Swiss National Foundation postdoctoral fellowship.
2007: French minister master grant award
We are curious chemist's developing innovative methodologies in organic synthesis and using these methods in a broad range of stuffs
- Organocatalysis with various activation modes (aminocatalysis, chiral base / thiourea).
- Metal catalysis (Fe, Ru, Cu, Ir).
- Multi-catalysis and cascade reactions.
- Multi-step synthesis of natural products and complex molecular structures with application in material science and supramolecular chemistry
https://www.youtube.com/watch?v=NpWGFE8ToDE
Current research group:
Anestis Alexandridis (PhD): 2020-2023
Gaetan Quintil (PhD): 2023-2025
Alumni:
Mylène Roudier (PhD) : 2013-2016 (now senior scientist at Activation)
Valmik Shinde (Postdoc): 2014 (now senior scientist at CSIR_CDRI)
Kevin Uldry (Master) : 2017 (now QC lab analyst at Ferring)
Angela Ricucci (Master): 2017
Céline Spérandio (PhD) : 2016-2019 (now project manager junior at Novalix)
Siavash Salek Soltani (visiting Iranian PhD student): 2019-2020
Enzo Olivieri (PhD) : 2018-2021
Aleena Thomas (PhD) : 2018-2021
Na Shao (PhD): 2018-2022
TRAVAUX MAJEURS
- An Iron/Amine-Catalyzed Cascade Process for the Enantioselective Functionalization of Allylic Alcohols
- Bicatalyzed Three-Component Stereoselective Decarboxylative Fluoro-Aldolization for the Construction of Elongated Fluorohydrins
- Chemically Fueled Three-State Chiroptical Switching Supramolecular Gel with Temporal Control
- Development of copper-catalyzed enantioselective decarboxylative aldolization for the preparation of perfluorinated 1,3,5-triols featuring supramolecular recognition properties
- Impact of the Difluoromethylene Group in the Organocatalyzed Acylative Kinetic Resolution of alpha,alpha-Difluorohydrins