GIRARD Nicolas

 

Maître de Conférence Unistra (HDR)

Faculté de Pharmacie
Bâtiment F, 2ème étage
Pièce F204
74, route du Rhin
67401 Illkirch-Graffenstaden

+33 (0)3 68 85 42 27

Formation

nov. 2011  Habilitation à Diriger des Recherches
Titre : Réactions Domino Initiées par Hydroformylation et Synthèses de Nouveaux Ligands de la Voie Hedgehog.
Garant : Dr André Mann.

2002-2005 Doctorat en Chimie Organique
Université de Rennes 1: Anodic cyanation: pratical methode for the synthese of piperidine alkloids.
Bourse du Ministère de la Recherche (France)

2001-2002 D.E.A. de Chimie Organique
Université d'Orléans (France)

1999-2001 Licence et Maîtrise de Chimie
Université du Havre (France)

1997-1999 DUT de Chimie
Université Paris Sud, Orsay (France)

1996-1997 Baccalauréat de Chimie (STL)
Bourges (France)

Expérience Professionnelle

LIT, Laboratoire d'Innovation Thérapeutique, UMR7200, France
Maître de Conférence, groupe du Dr André Mann (2007-2012) puis du Dr Jean Suffert (2012-2017) et actuellement du Dr Mihaela Gulea
>Synthesis of Aza-Heterocycles via Domino Sequences Driven by Hydroformylation
IUT Robert Schuman, Illkirch, France, – Maître de conférence (depuis Sept.2007)

ICSN, Institut de Chimie des Substances Naturelles, France
Post-Doctorant,
groupe du Dr Mikhail Ermolenko (2005-2007)
>Synthesis of polyketides
>Organometallic chemistry

ICR, Université de Rennes 1, France
Doctorant, J.-P. Hurvois (2002-2005)
>Totals synthesis of mono, di, tri, and tetrasubstituted piperidines: Coniine, Solenopsin A, dihydropinidin, alkaloid 241D and pumiliotoxin C
>Chemical and electrochimical studies of polysubstituted piperidine models

ICOA, Université d'Orléans, France
Stagiaire avec Pr. O.R. Martin (2001-2002)
>Synthesis of C-arylmannopyranosides
>Mechanistical studies of cyclisation using IDCP

PCAS – Longjumeau, France 
R&D Department (Avril-Juin 2001)
>Bibliographical study of the Gabriel reaction
>Fulfilment of the first stage in firm

ICMO, Université Paris Sud, France
Stagiaire avec Dr J. Ollivier (April-June 1999)
>Mechanistical studies of electrophilic substitutions of ∏-allylcyclopropyl complexes

Enseignement

Depuis 2018 - Responsable des stages du département chimie de l'IUT Robert Schuman.

Depuis 2008 - Responsable des TPs de chimie organique de 1ère année à l'IUT Robert Schuman.

Depuis 2007 - Service complet à l'IUT Robert Schuman en cours, TD et TP de chimie organique en 1ère et 2ème année.

2004-2005 - 56 h équivalent TD de TP de chimie organique en 1er année à l’IUT de Rennes.

2003-2004 - 46 h équivalent TD de TP de chimie organique en 1er année à l’IUT de Rennes.

Implication Communautaire

  • Membre élu de la section 12 du comité national de la recherche scientifique (CoNRS - 2016-2021)

Collaborations

Hydroformylation :

  • Dominique Bonnet, Laboratoire d'innovation thérapeutique, UMR7200, Illkirch, France.
  • Maurizio Taddei, Département de chimie et technologie pharmaceutiques, Université de Sienne, Italie.

Maladie Parasitaires :

Hedgehog :

  • Maurizio Taddei et Fabrizio Manetti, Département de chimie et technologie pharmaceutiques, Université de Sienne, Italie.
  • Martial Ruat, Laboratoire de neurobiologie et développement, UPR3294, Gif-sur-Yvette, France.

Autre :

  • Didier Rognan, Laboratoire d'innovation thérapeutique, UMR7200, Illkirch, France.

Publications

  • Wagner P., Donnard M., Girard N., Ligand-Controlled Regiodivergent Hydroformylation of Ynamides: A Stereospecific and Regioselective Access to 2- and 3-Aminoacroleins, Org. Lett., 2019, 10.1021/acs.orglett.9b03566.

  • Salacz L., Girard N., Suffert J., Blond G., Synthesis of aromatic rings embedded in polycyclic scaffolds by triyne cycloaddition: competition between carbonylative and non-carbonylative pathways, Molecules, 2019, 24, 595.

  • Péron F., Riché S., Lesur B., Hibert M., Breton P., Fourquez J.-M., Girard N., Bonnet D., Versatile synthetic approach for selective diversification of bicyclic aza-diketopiperazines, ACS Omega, 2018, 3, 15182−15192.

  • Salacz L., Girard N., Blond G., Suffert J., Synthesis of polyheterocyclic tropones by [2+2+2+1] carbonylative cycloaddition of triynes, Org. Lett. 2018, 20, 3915-3918.
  • Salacz L., Girard N., Suffert J., Blond G., Carbonylative cycloadditions for the synthesis of medium-sized carbo- and heterocycles, Monatshefte für Chemie - Chemical Monthly, 2018, 149, 671-686.
  • Salacz L., Charpentier C., Suffert J., Girard N., Desymmetrizing hydroformylation of dihydromuconic acid diesters: application to the synthesis of (±)-vindeburnol, J. Org. Chem. 2017, 82, 2257−2262.
  • Regenass P.M.Riché S., Peron F., Rognan D., Hibert M., Girard N., Bonnet D. A Step-Economical Multicomponent Synthesis of 3D-Shaped Aza-Diketopiperazines and Their Drug-like Chemical Space Analysis, Org. Biomol. Chem., 2016, 14, 8859-8863

  • Fleury A., Hoch L., Martinez MC, Faure H., Taddei M., Petricci E., Manetti F., Girard N., Mann A., Jacques C., Larghero J., Ruat m., Adriantsitohaina R., LeLay S., Hedgehog associated to microparticles inhibits adipocyte differentiation via a non-canonical pathway, Scientific Reports, 2016, 23479

  • Girard N.,Synthesis of alkaloids containing a quinolizidine core by means of strategies based on a hydroformylation reaction, Strategies and Tactics in Organic Synthesis  2015, 11, chapter 8, 235-251.

  • Hoch, L.; Faure, H.; Roudaut, H.; Schoenfelder, A.; Mann, A.; Girard, N.; Bihannic, L.; Ayrault, O.; Petricci, E.; Taddei, M, MRT-92 inhibits Hedgehog signaling by blocking overlapping binding sites in the transmembrane domain of the smoothened receptor, FASEB 2015, 19, 1817-1829

  • Regenass P., Margathe J.-F., Mann A., Suffert J., Hibert M., Girard N., Bonnet D., Diastereoselective synthesis of novel aza-diketopiperazines via a domino cyclohydro-carbonylation/addition process, Chem. Commun. 2014, 50, 9657-9660.

  • Vu V. H., Louafi F., Girard N., Marion R., Roisnel T., Dorcet V., Hurvois J.-P. Electrochemical Access to 8‑(1-Phenyl-ethyl)-1,4-dioxa-8-azaspiro[4.5]decane-7-carbo nitrile. Application to the Asymmetric Syntheses of (+)-Myrtine and Alkaloid (+)-241D, J. Org. Chem. 2014, 79, 3358−3373.

  • Gorojankina T., Hoch L., Faure H., Roudaut H., Traiffort E., Schoenfelder A., Girard N., Mann A., Manetti F., Solinas A., Petricci E., Taddei M., Ruat M. Discovery, Molecular and Pharmacological Characterization of GSA-10, a Novel Small-Molecule Positive Modulator of Smoothened, Mol. Pharmacol. 2013, 83, 1020-1029.

  • Zill N., Schoenfelder A., Girard N., Taddei M., Mann A. Stereoselective Multicomponent Assembly of Enantiopure Oxazolopiperidines and -azepines, J. Org. Chem. 2012, 77, 2246–2253.

  • Cazorla M., Prémont J., Mann A., Girard N., Kellendonk C., Rognan D., Identification of a low–molecular weight TrkB antagonist with anxiolytic and antidepressant activity in mice, J. Clin. Invest. 2011, 121, 1846–1857.

  • Arena G., Zill N., Salvadori J., Girard N., Mann A., Taddei M., Cyclohydrocarbonylation-based strategy toward poly-substituted piperidines, Org. Lett. 2011, 13, 2294-2297.

  • Cini E., Airiau E., Girard N., Mann A., Salvadori J., Taddei M., Microwave-assisted domino hydroformylation without syngas, Synlett 2011, 199–202.

  • Airiau E., Girard N., Pizzeti M., Salvadori J., Taddei M., Mann A., Hydroformylation of alkenyl-amines. Concise approaches towards piperidines, quinolizidines and related alkaloids, J. Org. Chem. 2010, 75, 8670–8673.

  • Airiau E., Chemin C., Girard N., Lonzi G., Mann A., Petricci E., Salvadori J., Taddei M., Microwave-assisted domino hydroformylation/cyclization reactions: scope and limitations, Synthesis 2010, 2901-2914.

  • Salvadori J., Airiau E., Girard N., Mann A., Taddei, M., Rhodium-catalyzed multicomponent synthesis of chiral oxazolopiperidines, Tetrahedron 2010, 66, 3749-3753.

  • Airiau E., Spangenberg T., Girard N., Breit B., Mann A., Short Acess to (+)-Lupinine and (+)-Epiquinamide via Double Hydroformylation, Org. Lett. 2010, 12, 528-531.

  • Airiau E., Girard N., Mann A., Salvadori J., Taddei M., Four-Component Reactions toward Fused Heterocyclic Rings, Org. Lett. 2009, 11, 5314–5317.

  • Airiau E., Spangenberg T., Girard N., Schoenfelder A., Salvadori J., Taddei M., Mann A., A General Approach to Aza-Heterocycles by Means of Domino Sequences Driven by Hydroformylation, Chem. Eur. J. 2008, 14, 10938-10948.

  • Girard N., Hurvois J.-P., Anodic cyanation of C-4 substituted piperidines: total synthesis of (±)-alkaloid 241D, Tetrahedron Lett. 2007, 48(23), 4097-4099.

  • Girard N., Pouchain L., Hurvois J.-P., Anodic cyanation of (S)-1-(pheneylethyl)-piperidine, an expeditious synthesis of (S)-(+)-N-Boc-coniine, Synlett 2006, 93(8), 751-760.

  • Girard N., Hurvois J.-P., Moinet C., Toupet L., Total synthesis of (±)-Pumiliotoxin C : An Electrochemical Approach, Eur. J. Org. Chem. 2005, 2269-2280.

  • Girard N., Hurvois J.-P., Toupet L., Moinet C., Anodic cyanation of (-)-N-phenyl-2-methylpiperidine : a short synthesis of (+)-solenopsine A and (-)-isosolenopsine A, Synthetic Comm. 2005, 35(5), 743-745.

  • Girard N., Gautier C., Malassene R., Hurvois J.-P., Moinet C., Toupet L., Dearomatisation of N-phenyl-2,6-dialkylpiperidine : Pratical synthesis of (±)-solenopsin A and (±)-dihydropinidine, Synlett 2004, 11, 2005-2009.

  • Girard N., Rousseau C., Martin O. R., Intramolecular C-glycosylation of 2-O-benzylated pentenyl mannopyranosides : remarkable 1,2-trans stereoselectivity, Tetrahedron Lett. 2003, 44(50), 8971-8974.

  • Ollivier J., Girard N., Salaün J., Electrophilic substitutions of 1-alkenylcyclopropyl esters. Diethylzinc-medited umpolong of P-1,1-dimethyleneallyl palladium complexes, Synlett 1999, 10, 1539-1542.