Notre groupe s’investit dans la conception de nouvelles méthodologies catalytiques et le domaine de la synthèse asymétrique pour élaborer des intermédiaires dans des conditions accessibles et flexibles, puis pour appliquer ces nouvelles méthodes à la synthèse totale de produits naturels.
Catalyse au Fer
FeCl3-catalyzed addition of nitrogen and 1,3-dicarbonyl nucleophiles to olefins Dal Zotto, Christophe ; Michaux, Julien ; Zarate-Ruiz, Araceli ; Gayon, Eric ; Virieux, David ; Campagne, Jean-Marc ; Terrasson, Vincent ; Pieters, Grégory ; Gaucher, Anne ; Prim, Damien. Journal of Organometallic Chemistry, 2011, 696 (1), 296-304 A Versatile Iron-Catalyzed Protocol for the One-Pot Synthesis of Isoxazoles or Isoxazolines from the Same Propargylic Alcohols Debleds, Olivier ; Gayon, Eric ; Ostaszuk, Emilie ; Vrancken, Emmanuel ; Campagne, Jean-Marc. Chemistry - A European Journal, 2010,16 (40), 12207-12213 FeCl3-catalyzed reduction of ketones and aldehydes to alkane compounds Dal Zotto, Christophe ; Virieux, David ; Campagne, Jean-Marc. Synlett, 2009, 2, 276-278 FeCl3-catalyzed intramolecular hydroarylation of alkynes Dal Zotto, Christophe ; Wehbe, Johny ; Virieux, David ; Campagne, Jean-Marc. Synlett, 2008, 13, 2033-2035 Intermolecular FeCl3-catalyzed hydroamination of styrenes Michaux, Julien ; Terrasson, Vincent ; Marque, Sylvain ; Wehbe, Johny ; Prim, Damien ; Campagne, Jean-Marc. European Journal of Organic Chemistry, 2007, 16, 2601-2603Catalyse au Fer et au Palladium
Transition-Metal-Catalyzed Uninterrupted Four-Step Sequence to Access Trisubstituted Isoxazoles. Gayon, Eric ; Quinonero, Ophélie ; Lemouzy, Sébastien ; Vrancken, Emmanuel ; Campagne, Jean-Marc. Organic Letters, 2011, 13 (24), 6418-6421. Iron-palladium association in the preparation of indoles and one-pot synthesis of bis(indolyl)methanes Terrasson, Vincent ; Michaux, Julien ; Gaucher, Anne ; Wehbe, Johny ; Marque, Sylvain ; Prim, Damien ; Campagne, Jean-Marc. European Journal of Organic Chemistry, 2007, 32, 5332-5335Catalyse au Cuivre
Chiral Aryl–Copper(III) Electrophiles : New Opportunities in Catalytic Enantioselective Arylations and Domino Processes Rousseaux, Sophie ; Vrancken, Emmanuel ; Campagne, Jean-Marc. Angewandte Chemie, International Edition, 2012, xxxx Diastereodivergent Behavior of Alkyl- versus Cyano- Allenylcuprates towards Aldehydes : a Key Role for Lithium. Vrancken, Emmanuel ; Gérard, Hélène ; Linder, David ; Souad, Ouizem ; Alouane, Nacira ; Roubineau, Eve ; Bentayeb, Kamel ; Marrot, Jerome ; Mangeney, Pierre. Chemical Society, 2011, 133(28), 10790-10802. Chan-Lam-Evans Coupling of Cbz-Protected Histidines al Zotto, Christophe ; Michaux, Julien ; Martinand-Lurin, Elodie ; Campagne, Jean-Marc. European Journal of Organic Chemistry, 2010, 20, 3811-3814Synthetic approaches to a,ß-unsaturated d-lactones and lactols Boucard, Valerie ; Broustal, Garance ; Campagne, Jean Marc. European Journal of Organic Chemistry, 2007, 2, 225-236 a , ß -Unsaturated d -lactones from copper-catalyzed asymmetric vinylogous Mukaiyama reactions of aldehydes : scope and mechanistic insights azan-Tejeda, Belen ; Bluet, Guillaume ; Broustal, Garance ; Campagne, Jean-Marc. European Journal, 2006, 12 (32), 8358-8366 Catalytic asymmetric vinylogous Mukaiyama-aldol (CAVM) reactions : The enolate activation Bluet, Guillaume ; Campagne, Jean-Marc. Journal of Organic Chemistry, 2001, 66 (12), 4293-4298
Catalyse Or
Gold(III)-catalyzed direct nucleophilic substitution of propargylic alcohols. Georgy, Marie ; Boucard, Valérie ; Debleds, Olivier ; Dal Zotto, Christophe ; Campagne, Jean-Marc. Tetrahedron, 2009, 65 (9), 1758-1766 Gold(III)-Catalyzed Nucleophilic Substitution of Propargylic Alcohols Georgy, Marie ; Boucard, Valerie ; Campagne, Jean-Marc. Journal of the American Chemical Society, 2005, 127 (41), 14180-14181 Lewis acid-catalyzed direct amination of benzhydryl alcohols Terrasson, Vincent ; Marque, Sylvain ; Georgy, Marie ; Campagne, Jean-Marc ; Prim, Damien. Advanced Synthesis & Catalysis, 2006, 348 (15), 2063-2067 Organocatalyse
Organocatalyzed Aziridination of alpha-Branched Enals, Enantioselective Synthesis of Aziridines with a Quaternary Stereocenter Desmarchelier Alaric ; Pereira De Sant’Ana, Danilo ; Terrasson, Vincent ; Campagne, Jean-Marc ; Moreau, Xavier ; Greck, Christine ; Marcia De Figueiredo, Renata.Organocatalyzed Asymmetric Friedel-Crafts Reactions Terrasson, Vincent ; Marcia De Figueiredo, Renata ; Campagne, Jean-Marc. European Journal of Organic Chemistry, 2010, 14, 2635-2655 Organocatalyzed Cyclopropanation of a-Substituted a,b-Unsaturated Aldehydes, Enantioselective Synthesis of Cyclopropanes Bearing a Chiral Quaternary Center Terrasson, Vincent ; Van Der Lee, Arie ; Marcia De Figueiredo, Renata ; Campagne, Jean-Marc. Chemistry - A European Journal, 2010, 16 (2), 7875-7880 Produits naturels
Towards the Total Synthesis of Thuggacin A, Synthesis of the C13-C25 Fragment Bearing All-syn Stereocenters _-Zarate-Ruiz, Araceli ; Marcia De Figueiredo, Renata ; Niel, Gilles ; Campagne, Jean-Marc. Synlett, 2012, 2, 219-223. Synthesis of the central tryptophan-leucine residue of celogentin C Michaux, Julien ; Retailleau, Pascal ; Campagne, Jean-Marc. Synlett, 2008, 10, 1532-1536 Synthetic Studies on Macrolactin A : Construction of C4-C24 Fragment Georgy, Marie ; Lesot, Philippe ; Campagne, Jean-Marc. Journal of Organic Chemistry, 2007, 72 (9), 3543-3549 Catalytic and Asymmetric Vinylogous Mukaiyama Reactions on Aliphatic Ketones : Formal Asymmetric Synthesis of Taurospongin A Moreau, Xavier ; Bazan-Tejeda, Belen ; Campagne, Jean-Marc. Journal of the American Chemical Society, 2005, 127 (20), 7288-7289 A short enantioselective synthesis of (R)-nostrenol Petry, Nicolas ; Parenty, Arnaud ; Campagne, Jean-Marc. Tetrahedron : Asymmetry, 2004, 15 (7), 1199-1201 Stereoselective syntheses of the C1-C5, C7-C15 and C17-C24 fragments of (+)-discodermolide using a catalytic and asymmetric vinylogous Mukaiyama reaction. Bazan-Tejeda, Belen ; Georgy, Marie ; Campagne, Jean-Marc. Synlett, 2004, 4, 720-722. Approaches toward the Total Synthesis of the Nine-Membered Thio-Lactone Core of Griseoviridin Moreau, Xavier ; Campagne, Jean-Marc. Journal of Organic Chemistry, 2003, 68 (13), 5346-5350 Catalytic asymmetric access to a , ß -unsaturated d -lactones through a vinylogous aldol reaction : application to the total synthesis of the Prelog-Djerassi lactone Bluet, Guillaume ; Bazan-Tejeda, Belen ; Campagne, Jean-Marc. Organic Letters, 2001, 3 (23), 3807-3810
Collaborations (hors ICGM)
Internationale
- Pr. Luis-Carlos Dias, Université de Unicamp , Brésil, Thèse co-tutelle, 2010-2013
- Pr. Pawel Kafarski, Université de Wroclaw, Pologne, Thèse co-tutelle, 2009-2012
Nationale
- Pr. Hélène Gérard, Université Paris 06
- Pr. Jacques Maddaluno, IRCOF Rouen
- Pr Hassan Oulyadi, IRCOF Rouen, ANR Copenol, 2009-2013
- Dr. Marc Mauduit, ANR SCATE
- Dr. Damien Prim, ANR P2MOC, 2012-2015
- Dr. Gilles Subra, ANR NIPS,2012-2015
Anciens collaborateurs
- Guillaume Bluet - Thèse (1998-2002) Catalytic and asymmetric vinylogous Mukaiyama reactions : Methodology and syntheses application
- Belen Bazan-Tejeda - Thèse (2002-2005) Catalytic and asymmetric vinylogous Mukaiyama reactions : Methodology and syntheses application
- Valérie Boucard - Post-doc (2004-2005) Nucleophilic substitutions to propargylic alcohols via gold(III)-catalysis
- Chris Brennan - Post-doc (2002-2003) Synthesis of streptogramin antibiotics
- Garence Broustal - Thèse (2005-2008) Catalytic and asymmetric vinylogous Mukaiyama reactions : Methodology and syntheses application
- Christophe Dal’Zotto - Thèse (2006-2009) Pi-acid properties and Lewis acid properties of iron-(III) salts : application in catalysis
- Olivier Debleds - Thèse (2006-2009) Propargylic substitutions : methodology & synthetic developments
- Marie Georgy - Thèse (2003-2006) Toward the total synthesis of macrolactin A and nucleophilic substitutions to propargylic alcohols via gold(III)-catalysis
- Bogdan Iorga - Post-doc (2002-2003) Catalytic and asymmetric vinylogous Mukaiyama reactions : Methodology and syntheses application
- Julien Michaux - Thèse (2004-2007) Toward the total synthesis of Celogentin C and iron(III)-catalysis
- Xavier Moreau - Thèse (2002-2005) Total syntheses of griseoviridin and taurospongin A
- Arnaud Parenty - Thèse (1999-2002) Toward the total synthesis of dolastatin 14
- Nicolas Petry - Thèse (2004-2007) Synthetic studies of dolastatin 14
- Araceli Zarate-Ruiz - Thèse (2008-2011) Towards the total synthesis of Thuggacine A
