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Laurent Micouin CV

MICOUIN Laurent

CNRS Research Director first class, UMR 8601 Paris Descartes

Laboratoire de Chimie et de Biochimie pharmacologiques et toxicologiques

45, rue des Saints Pères, 75006 Paris, France

Phone + (33) 1 42 86 20 40, Fax + (33) 1 42 86 83 87

e-mail : laurent.micouin@parisdescartes.fr

Born on March 6th 1968, Clermont Ferrand, France

 

           

Academic and Professional Background :

 

2014-                CNRS Research Director, first class (UMR 8601, University Paris Descartes)

2012-2014         CNRS Research Director, second class (UMR 8601, University Paris Descartes)

2005-2012         CNRS Research Director, second class (UMR 8638, University Paris Descartes)

2000-2005         CNRS Associate Scientist, first class (UMR 8638, University Paris Descartes)

2000                 Habilitation, University Paris Descartes, Paris, France

1996-2000         CNRS Associate Scientist, second class (UMR 8638, University Paris Descartes)

1995- 1996        Post-Doctoral Fellow, University Marburg, Germany (with Prof. P.Knochel)

1992-1995         PhD in Chemistry, University Paris 5 (with Prof. J.-C. Quirion and Prof. H.-P. Husson)

1990-1992         Research Assistant, Institut Malardé, French Polynesia

1990                 Master in Chemistry, University Paris 6 (With Prof. P. Cresson)

1990                 Engineer in Chemistry, ENSCP (Chemistry National School), Paris.

 

Scientific Record:

                                                                                                                     

96 publications, 8 patents,  book chapters, 1 book co-editor (Patai), 66 invited conferences or seminars

 

 

Scientific interests

 

- Diversity-oriented synthesis of bioactive compounds or tools for biological investigations.

- New chemical methods for the fragment-based synthesis of RNA binders

- New synthetic methods for the preparation of organoaluminum reagents

 

Official capacities

2019-

2016-

2015-2018

2012-2018

 

 

2011- 2013

2010- 2012

 

 

Director of UMR 8601

Member of the CNRS national Committee (section 16).

CNRS Deputy director of UMR 8601

Head of the Doctoral School 563 MTCI "Medecines, Toxicology, Chemistry, Imaging), board member of several doctoral schools.

 

CNRS Scientific Officer (chargé de mission),  National Chemistry Institute, CNRS Deputy director of UMR 8638

 

Honors and awards

 

 

2007                 Invited Professor (Puebla University, Mexico)

2005                 French Chemical Society Acros prize

1996                 Roussel (PhD) prize of Paris 5 University

1995                 Alexander Von Humboldt post-doctoral fellowship

Journal articles50 documents

  • Simon Felder, Marie-Leonie Delcourt, Manon H. E. Bousquet, Denis Jacquemin, Rafael Rodriguez, et al.. Planar Chiral Analogues of PRODAN Based on a [2.2]Paracyclophane Scaffold: Synthesis and Photophysical Studies. Journal of Organic Chemistry, American Chemical Society, 2022, 87 (1), pp.147-158. ⟨10.1021/acs.joc.1c02071⟩. ⟨hal-03512519⟩
  • Simon Felder, Laurent Micouin, Erica Benedetti. Para‐Functionalization of N‐Substituted 4‐amino[2.2]paracyclophanes by Regioselective Formylation. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2021, pp.4015. ⟨10.1002/ejoc.202100288⟩. ⟨hal-03297447⟩
  • Simon Felder, Shiqi Wu, Jules Brom, Laurent Micouin, Erica Benedetti. Enantiopure planar chiral [2.2]paracyclophanes: Synthesis and applications in asymmetric organocatalysis. Chirality, Wiley, 2021, 33 (9), pp.506-527. ⟨10.1002/chir.23335⟩. ⟨hal-03366196⟩
  • Shiqi Wu, Laura Abad Galán, Margaux Roux, François Riobé, Boris Le Guennic, et al.. Tuning the excited state properties of [2.2]paracyclophane-based antennas to ensure efficient sensitization of lanthanide ions or singlet oxygen generation. Inorganic Chemistry, American Chemical Society, 2021, 60 (60), pp.21. ⟨10.1021/acs.inorgchem.1c01986⟩. ⟨hal-03407500⟩
  • Claire Fleurisson, Erica Benedetti, Laurent Micouin. Cyclic cis-1,3-Diamines Derived from Bicyclic Hydrazines: Synthesis and Applications. SYNLETT, Georg Thieme Verlag, 2020, ⟨10.1055/s-0040-1707324⟩. ⟨hal-03003668⟩
  • Céline Aubry, Paolo Clerici, Claude Gerbaud, Laurent Micouin, Jean-Luc Pernodet, et al.. Revised structure of anthelvencin A and characterization of the anthelvencin biosynthetic gene cluster. ACS chemical biology, 2020, ⟨10.1021/acschembio.9b00960⟩. ⟨hal-02502312⟩
  • Tuan Zhao, Laurent Micouin, Riccardo Piccardi. Synthesis of Organometallic Compounds in Flow. Helvetica Chimica Acta, Wiley, 2019, 102 (11), ⟨10.1002/hlca.201900172⟩. ⟨hal-02346965⟩
  • Marie-Leonie Delcourt, Simon Felder, Serge Turcaud, Corina Pollok, Christian Merten, et al.. Highly Enantioselective Asymmetric Transfer Hydrogenation: A Practical and Scalable Method To Efficiently Access Planar Chiral [2.2]Paracyclophanes. Journal of Organic Chemistry, American Chemical Society, 2019, ⟨10.1021/acs.joc.9b00372⟩. ⟨hal-02113386⟩
  • Marie-Leonie Delcourt, Corentin Reynaud, Serge Turcaud, Ludovic Favereau, Jeanne Crassous, et al.. 3D Coumarin Systems Based on [2.2]Paracyclophane Synthesis, Spectroscopic Characterization, and Chiroptical Properties. Journal of Organic Chemistry, American Chemical Society, 2019, 84 (2), pp.888-899. ⟨10.1021/acs.joc.8b02773⟩. ⟨hal-02049506⟩
  • Riccardo Piccardi, Serge Turcaud, Erica Benedetti, Laurent Micouin. Synthesis and Reactivity of Mixed Dimethylalkynylaluminum Reagents. SYNTHESIS, Georg Thieme Verlag, 2018, 51 (01), pp.97-106. ⟨10.1055/s-0037-1610392⟩. ⟨hal-02113388⟩
  • Tuan Zhao, Riccardo Piccardi, Laurent Micouin. Rapid and Effective Synthesis of α-Acyloxy-α-alkynyltrimethylsilanes. Organic Letters, American Chemical Society, 2018, 20 (16), pp.5015-5018. ⟨10.1021/acs.orglett.8b02165⟩. ⟨hal-02113392⟩
  • Marie-Leonie Delcourt, Simon Felder, Erica Benedetti, Laurent Micouin. Highly Enantioselective Desymmetrization of Centrosymmetric pseudo - para -Diformyl[2.2]paracyclophane via Asymmetric Transfer Hydrogenation. ACS Catalysis, American Chemical Society, 2018, 8 (7), pp.6612-6616. ⟨10.1021/acscatal.8b01872⟩. ⟨hal-02113395⟩
  • Aurélie Blond, Serge Turcaud, Thomas Lecourt, Laurent Micouin. Diastereoselective Ring Homologation of Bicyclic Hydrazines: Access to cis -1,3-Diaminocyclohexitols. ACS Omega, ACS Publications, 2018, 3 (11), pp.15302-15307. ⟨10.1021/acsomega.8b02910⟩. ⟨hal-02186751⟩
  • Hélène Guyon, François Mavré, Marjorie Catala, Serge Turcaud, Franck Brachet, et al.. Use of a redox probe for an electrochemical RNA–ligand binding assay in microliter droplets. Chemical Communications, Royal Society of Chemistry, 2017, 53 (6), pp.1140-1143. ⟨10.1039/c6cc07785d⟩. ⟨hal-02185366⟩
  • E. Benedetti, M.-L. Delcourt, B. Gatin-Fraudet, S. Turcaud, L. Micouin. Synthesis and photophysical studies of through-space conjugated [2.2]paracyclophane-based naphthalene fluorophores. RSC Advances, Royal Society of Chemistry, 2017, 7 (80), pp.50472-50476. ⟨10.1039/C7RA10038H⟩. ⟨hal-02113405⟩
  • Antoine Joosten, Mélissa Boultadakis-Arapinis, V. Gandon, L. Micouin, Thomas Lecourt. Substitution of the Participating Group of Glycosyl Donors by a Halogen Atom: Influence on the Rearrangement of Transient Orthoesters Formed during Glycosylation Reactions. Journal of Organic Chemistry, American Chemical Society, 2017, 82 (6), pp.3291-3297. ⟨10.1021/acs.joc.6b03088⟩. ⟨hal-02046285⟩
  • Riccardo Piccardi, Anaïs Coffinet, Erica Benedetti, Serge Turcaud, Laurent Micouin. Continuous Flow Synthesis of Dimethylalkynylaluminum Reagents. SYNTHESIS, Georg Thieme Verlag, 2016, 48 (19), pp.3272-3278. ⟨10.1055/s-0035-1561484⟩. ⟨hal-02134269⟩
  • Thibaut Courant, Rahul Kumar, Serge Turcaud, Laurent Micouin. Rhodium(II)-Alkynyl Carbenoids Insertion into Si–H bonds: An Entry to Propargylic Geminal Bis(silanes). Organic Letters, American Chemical Society, 2016, 18 (19), pp.4818-4820. ⟨10.1021/acs.orglett.6b02264⟩. ⟨hal-02186746⟩
  • Laura Iannazzo, Erica Benedetti, Marjorie Catala, Mélanie Etheve-Quelquejeu, Carine Tisné, et al.. Monitoring of reversible boronic acid–diol interactions by fluorine NMR spectroscopy in aqueous media. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2015, 13 (33), pp.8817-8821. ⟨10.1039/c5ob01362c⟩. ⟨hal-03544508⟩
  • Rahul Kumar, Serge Turcaud, Laurent Micouin. The Reaction of Dimethylalkynylaluminum Reagents with Trimethylsilyldiazomethane: Original Reactivity Leading to New α-Silylated Alkynyl Hydrazones. Organic Letters, American Chemical Society, 2014, 16 (23), pp.6192-6195. ⟨10.1021/ol503113d⟩. ⟨hal-02185384⟩
  • Mélissa Boultadakis-Arapinis, Vincent Gandon, Elise Prost, Laurent Micouin, Thomas Lecourt. Electronic Effects in Carbene-Mediated C H Bond Functionalization: An Experimental and Theoretical Study. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2014, 356 (11-12), pp.2493-2450. ⟨10.1002/adsc.201300984⟩. ⟨hal-01141166⟩
  • Mélissa Boultadakis-Arapinis, Elise Prost, Vincent Gandon, Pascale Lemoine, Serge Turcaud, et al.. Carbene-Mediated Functionalization of the Anomeric C-H Bond of Carbohydrates: Scope and Limitations. Chemistry - A European Journal, Wiley-VCH Verlag, 2013, 19 (19), pp.6052-6066. ⟨10.1002/chem.201203725⟩. ⟨hal-02185449⟩
  • Aurélie Blond, Paul Dockerty, Raquel Alvarez, Serge Turcaud, Thomas Lecourt, et al.. Modular Access to N-Substituted cis -3,5-Diaminopiperidines. Journal of Organic Chemistry, American Chemical Society, 2013, 78 (23), pp.12236-12242. ⟨10.1021/jo401994y⟩. ⟨hal-02186757⟩
  • Roba Moumné, Marjorie Catala, Valéry Larue, Laurent Micouin, Carine Tisné. Fragment-based design of small RNA binders: promising developments and contribution of NMR.. Biochimie, Elsevier, 2012, 94 (7), pp.1607-1619. ⟨10.1016/j.biochi.2012.02.002⟩. ⟨hal-00692356⟩
  • Thomas Lombès, Roba Moumné, Valéry Larue, Elise Prost, Marjorie Catala, et al.. Investigation of RNA-Ligand Interactions by (19) F NMR Spectroscopy Using Fluorinated Probes.. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2012, 51 (38), pp.9530-9534. ⟨10.1002/anie.201204083⟩. ⟨hal-00724894⟩
  • A. Blond,, Roba Moumné, G. Begis,, M. Pasco, Thomas Lecourt, et al.. Rhodium(II) carbene-mediated modification of 2-deoxystreptamine surrogates. Journal of Organic Chemistry, American Chemical Society, 2011, 52 (25), pp.3201-3203. ⟨hal-00649113⟩
  • Olivier Jackowski, Thomas Lecourt, Laurent Micouin. Direct Synthesis of Polysubstituted Aluminoisoxazoles and Pyrazoles by a Metalative Cyclization. Organic Letters, American Chemical Society, 2011, 13 (20), pp.5664-5667. ⟨10.1021/ol202389u⟩. ⟨hal-02185376⟩
  • Morgane Pasco, Roba Moumné, Thomas Lecourt, Laurent Micouin. Stereoselective Synthesis of Fluorinated 1,3- cis -Diaminocyclopentanes. Journal of Organic Chemistry, American Chemical Society, 2011, 76 (12), pp.5137-5142. ⟨10.1021/jo2001512⟩. ⟨hal-02186896⟩
  • Morgane Pasco, Roba Moumné, Thomas Lecourt, Laurent Micouin. Stereoselective synthesis of fluorinated 1,3-cis-diaminocyclopentanes.. Journal of Organic Chemistry, American Chemical Society, 2011, 76 (12), pp.5137-42. ⟨10.1021/jo2001512⟩. ⟨hal-00649119⟩
  • Yuhan Zhou, Thomas Lecourt, Laurent Micouin. Direct Synthesis of 1,4-Disubstituted-5-alumino-1,2,3-triazoles: Copper-Catalyzed Cycloaddition of Organic Azides and Mixed Aluminum Acetylides. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2010, 49 (14), pp.2607-2610. ⟨10.1002/anie.200907016⟩. ⟨hal-02185392⟩
  • Roba Moumné, Morgane Pasco, Elise Prost, Thomas Lecourt, Laurent Micouin, et al.. Fluorinated diaminocyclopentanes as chiral sensitive NMR probes of RNA structure.. Journal of the American Chemical Society, American Chemical Society, 2010, 132 (38), pp.13111-3. ⟨10.1021/ja1037885⟩. ⟨hal-00614591⟩
  • Roba Moumné, Valéry Larue, Bili Seijo, Thomas Lecourt, Laurent Micouin, et al.. Tether influence on the binding properties of tRNALys3 ligands designed by a fragment-based approach.. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2010, 8 (5), pp.1154-9. ⟨10.1039/b921232a⟩. ⟨hal-00596199⟩
  • Chloée Bournaud, Thomas Lecourt, Laurent Micouin, Catherine Méliet, Francine Agbossou-Niedercorn. Desymmetrization of meso-Bicyclic Hydrazines by Rhodium-Catalyzed Enantioselective Hydroformylation. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2008, 2008 (13), pp.2298-2302. ⟨10.1002/ejoc.200800116⟩. ⟨hal-02185573⟩
  • Thomas Lombès, Guillaume Bégis, Frédérique Maurice, Serge Turcaud, Thomas Lecourt, et al.. NMR-Guided Fragment-Based Approach for the Design of AAC(6′)-Ib Ligands. ChemBioChem, Wiley-VCH Verlag, 2008, 9 (9), pp.1368-1371. ⟨10.1002/cbic.200700677⟩. ⟨hal-02185444⟩
  • Florence Chung, Carine Tisné, Thomas Lecourt, Frédéric Dardel, Laurent Micouin. NMR-guided fragment-based approach for the design of tRNA(Lys3) ligands.. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2007, 46 (24), pp.4489-91. ⟨10.1002/anie.200605201⟩. ⟨hal-00218344⟩
  • Martine Bonin, Laurent Micouin, Ariane Chauveau. Asymmetric 1,3-Dipolar Cycloadditions of Cyclic Stabilized Ylides Derived from Chiral 1,2-Amino Alcohols. SYNLETT, Georg Thieme Verlag, 2006, 2006 (15), pp.2349-2363. ⟨10.1055/s-2006-949626⟩. ⟨hal-02185347⟩
  • Frédérique Maurice, Guillaume Bégis, Laurent Micouin, Frédéric Dardel. NMR identification of ligands of aminoglycoside resistance enzymes. Comptes Rendus. Chimie, Académie des sciences (Paris), 2006, 9, pp.413-419. ⟨hal-00021873⟩
  • Christophe Feuvrie, Jérôme Blanchet, Martine Bonin, Laurent Micouin. Synthesis and reactivity of mixed alkynylalanes by direct triethylamine-catalyzed alumination of terminal alkynes.. Organic Letters, American Chemical Society, 2004, 6 (14), pp.2333-6. ⟨10.1021/ol049346v⟩. ⟨hal-00909871⟩
  • S. Cutri, A. Chiaroni, M. Bonin, L. Micouin, H.-P. Husson. Practical Asymmetric Synthesis of 1,2-Diamines in the 3-Aminoazepane Series. Journal of Organic Chemistry, American Chemical Society, 2003, 68 (7), pp.2645-2651. ⟨10.1021/jo026711s⟩. ⟨hal-02186903⟩
  • A. Pérez Luna, M.-A Ceschi, M. Bonin, L. Micouin, H.-P. Husson, et al.. Enantioselective Desymmetrization of Meso Bicyclic Hydrazines: A Novel Approach to the Asymmetric Synthesis of Polysubstituted Amino Cyclopentanic Cores. Journal of Organic Chemistry, American Chemical Society, 2002, 67 (10), ⟨10.1021/jo011190e⟩. ⟨hal-02186763⟩
  • Jordi Piró, Pilar Forns, Jérôme Blanchet, Martine Bonin, Laurent Micouin, et al.. Asymmetric synthesis of β-pseudopeptides from chiral 3,4-aziridinolactams. Tetrahedron: Asymmetry, Elsevier, 2002, 13 (9), pp.995-1004. ⟨10.1016/S0957-4166(02)00221-5⟩. ⟨hal-02328007⟩
  • Jerome Blanchet, M. Bonin, L. Micouin. Recent progress in the asymmetric synthesis of α-substituted propargylamines. Organic Preparations and Procedures International : The New Journal for Organic Synthesis, Taylor & Francis, 2002, 34 (5), pp.467-492. ⟨10.1080/00304940209355765⟩. ⟨hal-02328004⟩
  • Alejandro Pérez Luna, Martine Bonin, Laurent Micouin, Henri-Philippe Husson. Reversal of Enantioselectivity in the Asymmetric Rhodium- versus Iridium-Catalyzed Hydroboration of Meso Substrates. Journal of the American Chemical Society, American Chemical Society, 2002, 124 (41), pp.12098-12099. ⟨10.1021/ja026714m⟩. ⟨hal-02185596⟩
  • Jérôme Blanchet, Martine Bonin, Laurent Micouin, Henri-Philippe Husson. Isomerization of Chiral Non-Racemic α-Substituted Propargylic Amines to Terminal Acetylenes. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2002, 2002 (15), pp.2598-2602. ⟨10.1002/1099-0690(200208)2002:15<2598::AID-EJOC2598>3.0.CO;2-V⟩. ⟨hal-02185592⟩
  • Valérie Alezra, Martine Bonin, Laurent Micouin, Clotilde Policar, Henri-Philippe Husson. The Origin of Chemical and Configurational Stability of Chiral Nonracemic Tert-Butyl Aziridinecarboxylate Anions. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2001, 2001 (13), pp.2589-2594. ⟨10.1002/1099-0690(200107)2001:13<2589::AID-EJOC2589>3.0.CO;2-Y⟩. ⟨hal-02011971⟩
  • Jérôme Blanchet, Martine Bonin, Laurent Micouin, Henri-Philippe Husson. Asymmetric synthesis of α-substituted propynyl amines. Application to the preparation of a polysubstituted dihydroisoindoline framework. Tetrahedron Letters, Elsevier, 2001, 42 (18), pp.3171-3173. ⟨10.1016/S0040-4039(01)00356-2⟩. ⟨hal-02328009⟩
  • Jérôme Blanchet, Martine Bonin, Laurent Micouin, Henri-Philippe Husson. [2,3]-Meisenheimer rearrangement of N-allyl phenylglycinol derivatives. NC versus CC chirality transfer. Tetrahedron Letters, Elsevier, 2000, 41 (43), pp.8279-8283. ⟨10.1016/S0040-4039(00)01460-X⟩. ⟨hal-02328033⟩
  • J. Blanchet, M. Bonin, L. Micouin, H. P. Husson. Synthesis of enantiomerically pure alpha-substituted propargylic amines by reaction of organoaluminum reagents with oxazolidines.. Journal of Organic Chemistry, American Chemical Society, 2000, 65 (20), pp.6423-6. ⟨hal-00909874⟩
  • Jerome Blanchet, M. Bonin, L. Micouin, H.-P. Husson. Synthesis of Enantiomerically Pure α-Substituted Propargylic Amines by Reaction of Organoaluminum Reagents with Oxazolidines. Journal of Organic Chemistry, American Chemical Society, 2000, 65 (20), pp.6423-6426. ⟨10.1021/jo0003706⟩. ⟨hal-02328014⟩
  • Jérôme Blanchet, Martine Bonin, Angèle Chiaroni, Laurent Micouin, Claude Riche, et al.. Diastereoselective alkynylation of chiral non-racemic oxazolidines with mixed organoaluminum compounds. Tetrahedron Letters, Elsevier, 1999, 40 (15), pp.2935-2938. ⟨10.1016/S0040-4039(99)00328-7⟩. ⟨hal-02328037⟩

Poster communications1 document

  • Céline Aubry, Paolo Clerici, Laurent Micouin, Jean-Luc Pernodet, Sylvie Lautru. COMBINATORIAL BIOSYNTHESIS OF NON-RIBOSOMAL PEPTIDES, THE EXAMPLE OF PYRROLAMIDES. 5èmes journées du GDR MufoPAM, Oct 2018, Paris, France. ⟨hal-02367767⟩

Book sections1 document

  • Fabrice Chemla, Franck Ferreira, Olivier Jackowski, Laurent Micouin, Alejandro Perez-Luna. Carbon\textendashCarbon Bond Forming Reactions Mediated by Organozinc Reagents. de Meijere, Armin and Bräse, Stefan and Oestreich, Martin. Metal-Catalyzed Cross-Coupling Reactions and More, Wiley-VCH Verlag GmbH & Co. KGaA, pp.279--364, 2014, 978-3-527-65558-8. ⟨10.1002/9783527655588.ch4⟩. ⟨hal-02891142⟩