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Chimie organique

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Associate Professor of Organic Chemistry

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18 avr 2017 · CHIMIE ORGANIQUE Jonathan Clayden Nick Greeves Stuart Warren Peter Wothers 1er édition Editions De Boeck Université

:
Associate Professor of Organic Chemistry

Loïc Lemiègre Ecole Nationale Supérieure de Chimie de Rennes UMR CNRS 6226 "Institut des Sciences Chimiques de Rennes" French Equipe "Chimie Organique et Supramoléculaire" Date of Birth : june, 7, 1976 11 allée de Beaulieu, CS 50837, 35708 Rennes cedex 7 Married, 1 son Tel: + 33 02 23 23 81 33 Email :loic.lemiegre@ensc-rennes.fr Fax: + 33 02 23 23 80 46 Associate Professor of Organic Chemistry TEACHING & ADMINISTRATIVE EXPERIENCES Teaching courses : Organic chemistry (24h) + Teaching lab (150h) Spectroscopy (NMR, MS) (19h) Nanoobjects

(4h) Administrative : Responsibility of the Quality Management (ISO 9001) for the teaching process at the ENSCR (2012- ) Member of the board of directors of the ENSCR (2014- ) Member of the Laboratory board (UMR CNRS 6226) (2011- ) Responsibility of teaching lab of organic chemistry/biochemistry (2008- ) Member of Conseil National des Universités (CNU Section 32) (2011-2015) Responsibility of the Olympiades de la Chimie en Bretagne (2011-2015) Member of the scientific committee of the ENSCR (2011-2014) Member of the evaluation committee of Bretagne Valorisation (2008-2011) Symposium organization : - Member of the organizing committee of the "Liquid Cristal French Colloquium" (CFCL-Rennes) Septembre 2011 - Member of the organizing committee of the SIGMA-ALDRICH Symposium for Young Chemists 2001 (SAJEC-Val de Reuil) October 16-18th 2001 RESEARCH EXPERIENCES 2010 Habilitation à Diriger des Recherches Research topics: Synthesis and supramolecular self-assembly 2005-current Associate Professor at the Ecole Nationale Supérieure de Chimie de Rennes (ENSCR) Research topics: Synthesis of glycolipids and supramolecular assembly Carbohydrate chemistry Scientific leader of the ANR JCJC StereoArchaea (2009-2012) 2004-2005 Post-doctoral position in the

Jonathan Clayden's group (The University of Manchester) 16 months Subject: Stereochemical relay through oligoureas 2002-2004 JSPS - Post-doctoral fellow in the Eiichi Nakamura's group (The University of Tokyo) 16 months Subject: Synthesis of amino-fullerene derivatives for gene delivery Ph.D. in organic chemistry (University of Rouen) at the Institute of Research in Fine Organic 1999-2002 Chemistry (IRCOF-Rouen) 3 years Synthesis of carbasugars by diastereo and enantioselective intramolecular Diels-Alder reaction Supervisors: Jacques Maddaluno and Jean-Claude Combret OTHER QUALIFICATIONS Languages: French: Mother language; English: Fluent; Japanese: Basic

ARTICLES, PATENTS, BOOK CHAPTERS Book Chapters 2. Benvegnu, T.; Lemiègre, L.; Ballet, C.; Portier, Y.; Plusquellec, D. Glycolipid-based nanosystems for the delivery of drugs, genes and vaccine adjuvant applications. In Carbohydrate Chemistry: Volume 40; The Royal Society of Chemistry: 2014; Vol. 40, p 341. 1. Benvegnu, T.; Plusquellec, D.; Lemiègre, L. Surfactants from Renewable Sources: Synthesis and Applications. In Monomers, Polymers and Composites from Renewable Resources, Belgacem, M. N.; Gandini, A., Eds. Elsevier Limited: Amsterdam, 2008; ISBN-13: 9---0-0--045316-3. Patents 4. Nouvelle composition émulsionnante à caractère cationique Benvegnu, T.; Pérusse, D.; Lemiègre, L.; Guilbot, J.; Rolland, H. FR201361770 3. C-Glycoside compounds, and method for preparing C-glycoside compounds Ranoux, A.; Lemiègre, L.; Benvegnu, T. WO2010052314 2. Thinners for aqueous suspensions of mineral particles and hydraulic binder pastes Maitrasse, P.; Pellerin, B.; Leising, F.; Olivi, N.; Noiret, N.; Lemiègre, L. WO2010112775 1. Method for producing aminated fullerene Nakamura, E.; Isobe, H.; Lemiègre, L. JP2006199674 Articles 2015 35. Synthesis and characterisation of bi o-based po-yester -ateria-s fro- vegetab-e oi- and short to -ong chain dicarboxy-ic acids Gobin, M.; Loulergue, P.; Audic, J.-L.; Lemiègre, L. Industrial Crops and Products 2015, 70, 213-220. 2014 34. Modification of bipo-ar -ipid confor-ation at the air/water interface by a sing-e stereoche-ica- variation Terme, N.; Jacquemet, A.; Benvegnu, T.; Vié, V.; Lemiègre, L. Chemistry and Physics of Lipids 2014, 183, 9-1-. 33. Ther-a- and Mechanica- Properties of a Po-yhydroxya-kanoate P-asticized with Biobased Epoxidized Brocco-i Oi- Audic, J.-L.; Lemiègre, L.; Corre, Y.-M. J. Appl. Polym. Sci. 2014, 131, 10.1002/app.399-3. 32. Effects of a Nove- Archaea- Tetraether-Based Co-ipid on the In Vivo Gene Transfer Activity of Two Cationic A-phiphi-es Le Gall, T.; Barbeau, J.; Barrier, S.; Berchel, M.; Lemiègre, L.; Jeftić, J.; Meriadec, C.; Artzner, F.; Gill, D. R.; Hyde, S. C.; Férec, C.; Lehn, P.; Jaffrès, P.-A.; Benvegnu, T.; Montier, T. Molecular Pharmaceutics 2014, 11, 29-3-29--. 2013 31. Co--apsed Bipo-ar G-yco-ipids at the Air/Water Interface: Effect of the Stereoche-istry on the Stretched/Bent Confor-ations Jacquemet, A.; Terme, N.; Benvegnu, T.; Vié, V.; Lemiègre, L. Journal of Colloid and Interface Science 2013, 412, -2--1. 30. App-ications of Extre-ophi-ic Archaea- Lipids in the Fie-d of Nanocarriers for Ora-/Topica- Drug De-ivery (review) Benvegnu, T.; Lemiègre, L.; Dalençon, S.; Jeftić J., Current Biotechnology 2013, in press. 29. Fo-ate-equipped nano-ipop-exes -ediated efficient gene transfer into hu-an epithe-ia- ce--s Mornet, E.; Carmoy, N.; Lainé, C.; Lemiègre, L.; Le Gall, T.; Laurent, I.; Marianowski, R.; Férec, C; Lehn, P.; Benvegnu, T.; Montier, T., International Journal of Molecular Sciences 2013, 14, 14---1501. 2012 28. Stereoche-ica- effect revea-ed in se-f-asse-b-ies based on archaea- -ipid ana-ogues bearing a centra- five--e-bered carbocyc-es: A SAXS study Jacquemet, A.; Mériadec, C.; Lemiègre, L.; Artzner, F.; Benvegnu, T., Langmuir 2012, 28, -591--59-.

2011 27. How the Stereoche-istry of a Centra- Cyc-openty- Ring Inf-uences the Se-f-Asse-b-ing Properties of Archaea- Lipid Ana-ogues: Synthesis and CryoTEM Observations Jacquemet, A.; Lemiègre, L.; Lambert, O.; Benvegnu, T., Journal of Organic Chemistry 2011, 76, 9-3--9-4-. 2010 26. Air/water interface study of cyc-opentane-containing archaea- bipo-ar -ipid ana-ogues Jacquemet, A.; Vié, V.; Lemiègre, L.; Barbeau, J.; Benvegnu, T., Chemistry and Physic of Lipids 2010, 163, -94--99. 25. Synthesis and eva-uation of C-g-ycosides as hydrotropes and so-ubi-izing agents Ranoux, A.; Lemiègre, L.; Benvegnu, T., Science in China Serie B: Chemistry 2010, 53, 195--1962. 24. Horner-Wadsworth-E--ons reaction fro- unprotected sugars in water or without any so-vent: One step access to C-g-ycoside a-phiphi-es Ranoux, A.; Lemiègre, L.; Benoit, M.; Guégan, J.-P.; Benvegnu, T., European Journal of Organic Chemistry 2010, 1314-1323. 2009 23. Supra-o-ecu-ar structures based on new bo-aa-phiphi-e -o-ecu-es investigated by S-a-- and Wide Ang-e X-ray Scattering and Po-arised Optica- Microscopy Berchel, M.; Mériadec, C.; Lemiègre, L.; Artzner, F.; Jeftić, J.; Benvegnu, T., The Journal of Physical Chemistry B 2009, 113, 15433-15444. 22. New Generation of Liposo-es Ca--ed Archaeoso-es Based on Natura- or Synthetic Archaea- Lipids as Innovative For-u-ations for Drug De-ivery. (review) Benvegnu, T.; Lemiègre, L.; Cammas-Marion, S. Recent Patents on Drug Delivery & Formulation 2009, 3, 206-220. 21. Archaea- tetraether bipo-ar -ipids: structures, functions and app-ications. (review) Jacquemet, A.; Barbeau, J.; Lemiègre, L.; Benvegnu, T., Biochimie 2009, 91, -11--1-. 20. Regiose-ective synthesis of fo-ic acid conjugates fro- diether-type archaea- -ipid ana-ogues Lainé, C.; Mocquet, C.; Lemiègre, L.; Benvegnu, T., Tetrahedron 2009, 65, 1455-1460. 2008 19. Desy--etrization of a -eso a--y-ic aceta- by enantiose-ective conjugate e-i-ination. Xu, L.; Regnier, T.; Lemiègre, L.; Cardinael, P.; Combret, J.-C.; Bouillon, J.-P.; Blanchet, J.; Rouden, J.; Harrison-Marchand, A.; Maddaluno, J., Organic Letters 2008, 10, -29--32. 18. Fo-ate-equipped Pegy-ated Archaea- Lipid Derivatives: Synthesis and Transfection Properties. Lainé, C.; Mornet, E.; Lemiègre, L.; Montier, T.; Cammas-Marion, S.; Neveu, C.; Carmoy, N.; Lehn, P.; Benvegnu, T., Chemistry-a European Journal 2008, 14, -330--340. 17. G-ycine betaine as a renewab-e raw -ateria- to "greener" new cationic surfactants. Goursaud, F.; Berchel, M.; Guilbot, J.; Legros, N.; Lemiègre, L.; Marcilloux, J.; Plusquellec, D.; Benvegnu, T., Green Chemistry 2008, 10, 310-320. 16. Confor-ation and Stereodyna-ics of 2,2'-Disubstituted N,N'-Diary- Ureas. Clayden, J.; Lemiègre, L.; Pickworth, M.; Jones, L., Organic & Biomolecular Chemistry 2008, 6, 290--2913. 15. Synthesis of enantio-erica--y enriched isotopica--y--abe--ed ani-ines by (-)-sparteine directed -ithiation. Clayden, J.; Lemiègre, L.; Pickworth, M., Tetrahedron Asymmetry 2008, 19, 221--2221. 14. He-ix persistence and breakdown in o-igoureas of -etapheny-enedia-ine: apparent diastereotopicity as a spectroscopic -arker of he-ix -ength in so-ution. Clayden, J.; Lemiègre, L.; Morris, G. A.; Pickworth, M.; Snape, T. J.; Jones, L. H., Journal of the American Chemical Society 2008, 130, 15193-15202. 13. Synthesis of unsy--etrica- saturated or diacety-enic cationic bo-aa-phiphi-es. Berchel, M.; Lemiègre, L.; Trépout, S.; Lambert, O.; Jeftic, J.; Benvegnu, T., Tetrahedron Letters 2008, 49, -419--422. 12. Synthesis of unsy--etrica- spin--abe--ed bo-aa-phiphi-es. Berchel, M.; Lemiègre, L.; Jeftic, J.; Benvegnu, T., Tetrahedron Letters 2008, 49, 4690-4692.

11. Nouveaux é-u-sifiants "verts" sur base végéta-e pour -es industries routière et cos-étique. Benvegnu, T.; Plusquellec, D.; Lemiègre, L.; Marcilloux, J., Annales des falsifications, de l'expertise chimique & toxicologique 2008, 969, 32-35. 10. Archaea- Lipids: Innovative Materia-s for Biotechno-ogica- App-ications. (review, cover art) Benvegnu, T.; Lemiègre, L.; Cammas-Marion, S., European Journal of Organic Chemistry 2008, 4-25-4-44. 2007 9. Archaeoso-es based on synthetic tetraether--ike -ipids as nove- versati-e gene de-ivery syste-s. Réthoré, G.; Montier, T.; Le Gall, T.; Delépine, P.; Cammas-Marion, S.; Lemiègre, L.; Lehn, P.; Benvegnu, T., Chemical Communications 2007, 2054-2056. 8. Synthesis of oxy a-inated [60] and [70]fu--erenes with cu-ene hydroperoxide as oxidant. Lemiègre, L.; Tanaka, T.; Nanao, T.; Isobe, H.; Nakamura, E., Chemistry Letters 2007, 36, 20-21. 7. Synthesis and stacked confor-ations of sy--etrica- and unsy--etrica- o-igo-ureas of -etapheny-enedia-ine. Clayden, J.; Lemiègre, L.; Helliwell, M., Journal of Organic Chemistry 2007, 72, 2302-230-. 6. Synthesis of archaea- bipo-ar -ipid ana-ogues: A way to versati-e Drug/Gene de-ivery syste-s. Brard, M.; Lainé, C.; Réthoré, G.; Laurent, I.; Neveu, C.; Lemiègre, L.; Benvegnu, T., Journal of Organic Chemistry 2007, 72, -26---2-9. 2005-2002 5. Ring fission of chira- cyc-ic aceta-s p-us intra-o-ecu-ar [4+2] cyc-oaddition: a sequentia- access to -ediu--size -actones. App-ication to the synthesis of carbasugars. Lemiègre, L.; Stevens, R. L.; Combret, J. C.; Maddaluno, J., Organic & Biomolecular Chemistry 2005, 3, 130--131-. 4. Regiose-ective oxygenative tetraa-ination of [60]fu--erene. Fu--erene--ediated reduction of -o-ecu-ar oxygen by a-ine via ground state sing-e e-ectron transfer in di-ethy- su-foxide. Isobe, H.; Tanaka, T.; Nakanishi, W.; Lemiègre, L.; Nakamura, E., Journal of Organic Chemistry 2005, 70, 4-26-4-32. 3. Synthesis of a-pha,beta-unsaturated dioxanes, dioxo-anes and dioxepanes by trans-aceta-isation of di-ethy-aceta-s with -eso or C-2-sy--etrica- 1,2-, 1,3- and 1,4-dio-s. Lemiègre, L.; Lesetre, F.; Combret, J. C.; Maddaluno, J., Tetrahedron 2004, 60, 415-42-. 2. Conjugated e-i-ination versus [1,2]-Wittig rearrange-ent of unsaturated diox(o-)anes. Lemiègre, L.; Regnier, T.; Combret, J. C.; Maddaluno, J., Tetrahedron Letters 2003, 44, 3-3-3--. 1. Ther-a-/hyperbaric heterocyc-oaddition of 1,4-dia-koxy-1,3-dienes: The de novo (E,Z) way to sugars. Bataille, C.; Begin, G.; Guillam, A.; Lemiègre, L.; Lys, C.; Maddaluno, J.; Toupet, L., Journal of Organic Chemistry 2002, 67, -054--062.

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