EXPERIENCE D’ENSEIGNEMENT• Travaux dirigés à l’Université <strong>de</strong> Nottingham : Organic Structure and Stereochemistry (3 heures) .• Travaux dirigés à l’Université <strong>de</strong> Nottingham : Mechanism, Synthesis and Pi-Bond Chemistry (3heures).• Travaux Pratiques <strong>de</strong> Master Pro à l’Université <strong>de</strong> R<strong>en</strong>nes 1 : HPLC, GC (40 heures).• Travaux Pratiques à l’IUT <strong>de</strong> R<strong>en</strong>nes 1 : informatique (Excel, Powerpoint) (60 heures).• Encadrem<strong>en</strong>t d’étudiants : David Williams, étudiant <strong>en</strong> <strong>de</strong>rnière année <strong>de</strong> master, Université <strong>de</strong>Nottingham. James Ball, étudiant <strong>en</strong> <strong>de</strong>rnière année <strong>de</strong> master, Université <strong>de</strong> Nottingham.COMPETENCES• Catalyse, préparation <strong>de</strong> complexes <strong>de</strong> métaux et étu<strong><strong>de</strong>s</strong> <strong>de</strong> leurs propriétés catalytiques.• Micro-on<strong>de</strong> (CEM, Biotage, Prolabo) : Synthèses hétérocycliques sous irradiation micro-on<strong>de</strong>.• Synthèses supportées : synthèses <strong>de</strong> divers hétérocycles supportés sur phase liqui<strong>de</strong> ionique.• Synthèses multiétapes• Liqui<strong><strong>de</strong>s</strong> ioniques• Synthèses totalesTechniques d’analyses : RMN ( 1 H, 13 C, 31 P) (1D, 2D), Spectrométrie <strong>de</strong> masse, Infra-Rouge, HPLC et GC.COMPETENCES INFORMATIQUESoftware : Word, Excel, Powerpoint, Adobe, ChemOffice,Chemsketch, Mestrec-C, Win-NMR, NMRnotebook .Base <strong>de</strong> données : Sci<strong>en</strong>ce Fin<strong>de</strong>r, Beilst<strong>en</strong>.LANGUES• Anglais : Lu, écrit, parlé• Allemand : notions2
PUBLICATIONSAvec comité <strong>de</strong> lecture :1. Combining two-directional synthesis and tan<strong>de</strong>m reactions : New access to 3,5-disubstitutedpyrrolizidines and first total synthesis of alkaloid cis-223B.Legeay, J.C.; Lewis, W.; Stockman, R. A. Chem Commun. 2009, acceptée pour publication.2. C-(4-Methoxyb<strong>en</strong>zyloxymethyl)-N-methylnitrone Cycloaddition to Highly FunctionalizedPyrrolinone: A Regio- and Stereoselective Approach to New Omurali<strong>de</strong>-Salinosporami<strong>de</strong> AHybrids.Langlois, N.; Legeay, J.C.; Retaillau, P. Eur. J. Org. Chem. 2008, 5810.3. Ionic liquid phase organic synthesis (IoLiPOS) methodology applied to the preparation of new3,4-dihydropyrimidine-2(1H)-ones bearing bioisostere group in N-3 position.Legeay, J.C.; Vand<strong>en</strong> Eyn<strong>de</strong>, J.J.; Bazureau, J.P. Tetrahedron 2008, 64, 5328.4. Nitrone [2+3]-Cycloadditions in Stereocontrolled Synthesis of a Pot<strong>en</strong>t Proteasome Inhibitor: (-)-Omurali<strong>de</strong>.Legeay, J.C.; Langlois, N. J. Org. Chem. 2007, 72, 10108.5. Sequ<strong>en</strong>tial synthesis of a new analogue of amlodipine bearing a short amino polyethyl<strong>en</strong>eglycolchain.Legeay, J.C.; Vand<strong>en</strong> Eyn<strong>de</strong>, J.J.; Bazureau, J.P. Tetrahedron 2007, 63, 12081.6. A new approach to N-3 functionalized 3,4-dihydropyrimidine-2(1H)-ones with 1,2,4-oxadiazolegroup as ami<strong>de</strong> isostere via ionic liquid-phase technology.Legeay, J.C.; Vand<strong>en</strong> Eyn<strong>de</strong>, J.J.; L.; Bazureau, J.P. Tetrahedron Lett. 2007, 48, 1063.7. Task-Specific Ionic Liquid Technology Applied to the Synthesis of Biginelli 3,4-dihydropyrimidine-2(1H)-ones : A Three-Compon<strong>en</strong>t Cond<strong>en</strong>sation Protocol Based on IonicLiquid Phase Bound Acetoacetate.Legeay, J.C.; Vand<strong>en</strong> Eyn<strong>de</strong>, J.J.; Toupet, L.; Bazureau, J.P. ARKIVOC 2007, 3, 13.8. Liquid-Phase Traceless Synthesis of Polyhydroquinoline using Task-Specific Ionic LiquidTechnology.Legeay, J.C.; Goujon, J.Y.; Vand<strong>en</strong> Eyn<strong>de</strong>, J.J.; Toupet, L.; Bazureau, J.P. J. Comb. Chem. 2006, 8,829.9. Ionic Liquid Phase technology supported the three compon<strong>en</strong>t synthesis of Hantzsch 1,4-dihydropyridines and Biginelli 3,4-dihydropyrimidin-2(1H)-ones un<strong>de</strong>r microwave dielectricheating.Legeay, J.C.; Vand<strong>en</strong> Eyn<strong>de</strong>, J.J.; Bazureau, J.P. Tetrahedron 2005, 61, 12386.Proceeding <strong>de</strong> congrès :1. Ionic Liquid Phase Technology : A New Tool for Combinatorial Chemistry. Applications inHeterocyclic Chemistry Mediated by Microwave Dielectric Heating.Bazureau J.P.; Legeay J.C.; Fraga-Dubreuil J.; Hakkou H.2-volume Proceedings of III International Confer<strong>en</strong>ce on the Chemistry and Biological Activity ofNitrog<strong>en</strong>-Containing Heterocycles, 16-19 May 2006, 1, 203 Moscou (Russie).3