JUGE Sylvain Voir la fiche profil en français Français (FR)

  • JUGE Sylvain
  • Statut : Professor Emiritus
  • Team : OCS
  • Function : Researchers
  • Tags : Catalysis, Coordination chemistry, Heterochemistry, Synthetic chemistry
  • Address :

    ICMUB Institut de Chimie Moléculaire de l'Université de Bourgogne
    Bât. MIRANDE - Aile B - Bureau B-219
    9 Avenue Alain Savary
    21000 Dijon – France

  • Tél : (+33) 380 396 113
  • sylvain.juge@u-bourgogne.fr

Pr. Sylvain Jugé, was born in Aulnay sous Bois (Seine St Denis), August 30th 1949. French nationality.

1975: 3rd cycle PhD thesis (Université d’Orsay) - supervisor Pr. H. Kagan; Stereochemical studies in sulfoxide series. Asymmetric induction during energy transfers.
1984: PhD & Accreditation to supervise research: supervisor Pr. H. Kagan; New asymmetric synthesis of phosphinates and phosphine oxides.
1985: Post-doctoral fellow: Université P.& M. Curie, Paris- Pr. J.P. Genêt: Pd-catalyzed asymmetric allylic reactions.

Teaching positions:
Lecturer at the Université de Paris Sud/Orsay, then at the "Conservatoire National des Arts et Métiers" (1974-76).
Senior lecturer at the "Conservatoire National des Arts et Métiers", then at the "École Nationale Supérieure de Chimie de Paris" (1987-91).
Professor at the Université de Cergy-Pontoise (1991-2001).
2001-2016: Professor at the Université de Bourgogne.
Sept. 2016: Emeritus Professor at the Université de Bourgogne-Franche-Comté.

Manager positions:
Head of the "Specific Reactivity" group (EA 1389) at the Université de Cergy Pontoise (1992-98)
Member of the board and director of the Chemistry Department at the Université de Cergy Pontoise (1991-97)
Member of the board of the French Chemical Society (2003-07)
Expert and president of committee at the AERES agency
Regional chair of the "Bourgogne-Franche-Comté" French Chemical Society (2002-12)
Head of the Chemistry department (2007-09) and chairman of the chemistry proposal board of the Université de Bourgogne (2008-2011).
Head of the ICMUB-StereochIM team (UMR CNRS 6302) at the Université de Bourgogne (2012-2016).

Decoration from the ministry of education (1999)
8 communication prizes
Distinguished senior member 2015 of the French Chemical Society
Invited professor to the University of Osaka 2010 and 2016.

Scientific diffusion:
Chairman of the GECOM-CONCOORD 1997- Royaumont Abbey. Member of the organizing committee for OMCOS 10 (Versailles 1999).
Invited editor of the Journal of Organometallic Chemistry vol 567, 1998.
Preface of French edition of the "Fundamental Organic Chemistry by J. McMurry. Participation to 120 PhD examination committees and 12 accreditations to lead research.

Fields of interest:
Stereselective synthesis of P-chirogenic compounds
Asymmetric synthesis and catalysis;
Stereoselective synthesis of non-proteogenic aminoacids; 18F-Radiolabelling
Oxidation with molecular oxygen
Extracting agents for hydrometallurgy.

Research funds:
Ministry of Research
Bourgogne Country Council
ELF (1981-91)
Hoechst (1997-00)
Synthelor (2002-12)
PAI Galilée 2006
ANR free MetChirPhos 2008-12
PHC Merlion 2011
AREVA (2010-13)
SATT Sayens (2016-2020)

Direction of Master, PhD and post-docs:
28 masters
26 PhD directions including three co-directions with the Universities of Firenze (Italy) and Sherbrooke (Canada)
12 post-docs.

Published work: h-index: 34; average of citations: 31; 141 publications, 3 chapters of book; 2 prefaces; 105 invited lectures including 52 which were international; 243 communications including 72 orals; 17 patents including 12 which were international; 11 sealed envelopes.

Web of sciences: 5 articles cited >100, 33 articles cited >30, 40 articles cited >10.

Chapters of book:

1) Synthesis of P-Stereogenic Phosphines Based on Chiral Aminoalcohols as Chiral Auxiliary,C. Darcel, J. Uziel and S. Jugé, in Trivalent Phosphorus Compounds in Asymmetric Catalysis - Synthesis and Applications, A. Börner (Ed.), 2008, Wiley-VCH, Vol. 3, pp 1211-1233.

2) P-Chiral Ligands, J. Bayardon, S. Jugé, in Phosphorus (III) Ligands in Homogeneous Catalysis: Design and Synthesis, P.C. J. Kamer, P. W. N. M. van Leeuwen (Eds), 2012, Wiley, pp 355-389.

3) Synthetically Derived Auxiliaries | Phosphorus Derivatives, S. Jugé, R. Malacea, A. Tessier in Synthetic Methods II - Chiral Auxiliaries, R. Boeckman (Ed), Comprehensive Chirality,E. Carreira, H. Yamamoto(Eds.), 2012, Elsevier, Vol 3, pp 528-559.

Recent publications and patents:

- Efficient Synthesis of Quaternary and P-Stereogenic Phosphonium Triflates
E. Rémond,A. Tessier, F.R. Leroux, J. Bayardon, S. Jugé,
Org. Lett., 2010, 12, 1568-1571.

- Enantiodivergent synthesis of P-chirogenic phosphines
F. Chaux, S. Frynas, H. Laureano, C. Salomon, G. Morata, M-L. Auclair, M. Stephan, R. Merdès, P. Richard, M-J. Ondel, J. C. Henry, J. Bayardon, C. Darcel, S. Jugé,
C.R. Chimie 2010, 13, 1213-1226.

- Enantioselective Hydrogenation Catalysis Aided by a σ-Bonded Calix[4]arene to a P-Chirogenic Amino phosphane Phosphinite Rh-complex
N. Khiri, E. Bertrand, M.-J. Ondel-Eymin, Y. Rousselin, J. Bayardon, P. D. Harvey, S. Jugé,
Organometallics, 2010, 29, 3622-3631.

- The First Unpaired Electron Placed inside a C3-Symmetry P-Chirogenic Cluster
C. Salomon, S. Dal Molin D. Fortin, Y. Mugnier, R. T. Boeré, S. Jugé, P. D. Harvey,
J. C. S., Dalton Transaction, 2010, 39, 10068-10075.

- The First P-Stereogenic 1D Coordination Polymers with the metal centers in the Backbone
C. Salomon, D. Fortin, N. Khiri, S. Jugé, P. D. Harvey,
Eur. J. Inorg. Chem. 2011, 16, 2597-2609.

- P-Chirogenic organophosphorus compounds
S. Jugé, J. Bayardon, H. Lauréano, J. C. Henry, F. Colobert, F. Leroux, E. Rémond,
Intern. Patent US 9,707,553 B2 (29 août 2011, 18 juillet 2017); WO 2013/007724; FR 11 59112 (7 fevr. 2014); EP 3 150 613 A1 (5 avril 2017); CN ZL 2012I0044141.2; CN 201711458962.1. (division 28 dec 2017); IN 644/DELNP/2014 A (6 5 2016); RU 2 652 807 C2.

- Versatile and stereospecific synthesis of g,d-unsaturated amino acids by Wittig reaction 
E. Rémond, J. Bayardon, M.J. Eymin, S. Jugé,
Intern. Patent US 9,242,925 B2 (29 août 2011/ 26 janvier 2016); WO 2013/030193; FR 11 59112 (7 fevr. 2014); EP 2751124 B1 (9 juillet 2014, 5 avril 2017); CN 107253968A; JP 6.021.918; IN 304558.

- Enantioselective [2+2+2] cycloisomerisation of alkynes in the synthesis of helicenes: the search for effective chiral ligands,
I. Stara, A. Andronova, A. Kollarovic, S. Vyskocil, S. Jugé, G. Lloyd-Jones, P. Guiry, I. Stary,
Collect. Czech Chem. Commun., 2011, 76, 2005-2022.

- Influence of phase modifiers on the degradation of tri-n-octylamine/dodecane extracting mixture by an acidic solution of vanadium (V),
A. Chagnes, B. Courtaud, J. Thiry, J. Bayardon, S. Jugé, G. Côte,
Solv. Extract. & Ion Exch., 2012, 30, 67-76.

- Supramolecular H-bonding Tautomeric Sulfonamido-Phosphinamides: a Perfect P-Chirogenic Memory,
F. W. Patureau, M. A. Siegler, A. L. Spek,A. J. Sandee, S. Jugé, S. Aziz,A. Berkessel, J. N. H. Reek,
Eur. J. Inorg. Chem., 2012, 496-503.

- C-P cross-coupling onto enamides: Versatile synthesis of a-enamido phosphane derivatives
M. Cieslikiewicz, A. Bouet, S. Jugé, M. Toffano, J. Bayardon,C. West,K. Lewinski, I. Gillaizeau
Eur. J. Org. Chem., 2012, 1101-1106.

- Modular phosphole-methano bridge-phosphine (borane) ligands. Application to rhodium-catalyzed reactions,
D. H. Nguyen, J. Bayardon, C. Salomon-Bertrand, S. Jugé, P. Kalck, J-.C. Daran, M. Urrutigoity, M. Gouygou,
Organometallics, 2012, 31, 857-869.

- Asymmetric Addition of a Nitrogen Nucleophile to an enolate in the presence of a chiral phase-transfert catalyst: A novel approache towards enantiomerically enriched protected b-amino acids
M. Weiss, S. Borchert, E. Rémond, S. Jugé, H. Groger,
Heteroatom Chem., 2012,23, 202-209.

- Stereoselective synthesis of o-bromo (or iodo)aryl P-chirogenic phosphines based on aryne chemistry.
J. Bayardon, H. Laureano, V. Diemer, M. Dutartre, U. Das, Y. Rousselin, J.-C. Henry, F. Colobert, F. R. Leroux, S. Jugé,
J. Org. Chem., 2012, 77, 5759-5769.

- Stereoselective synthesis of P-Chirogenic Dibenzophosphole-Boranes via Aryne Intermediates
V. Diemer, A. Berthelot, J. Bayardon, S. Jugé, F. R. Leroux, F. Colobert,
J. Org. Chem., 2012, 77, 6117-6127. Highlighted in Synfacts2012, 8, 1071

- Stereoselective Synthesis of Unsaturated and Functionalized L-NHBoc Amino Acids, Using Wittig Reaction Under Mild Phase-Transfer Conditions
E. Rémond, J. Bayardon, M.-J. Ondel-Eymin, S. Jugé,
J. Org. Chem., 2012, 77, 7579-7587.

- Development of New Cationic Exchangers for the Recovery of Uranium (VI) From Concentrated Phosphoric Acid,
D. Beltrami, A. Chagnes, M. Haddad, H. Laureano, H. Mokhtari, B. Courtaud, S. Jugé, G. Cote,
Separation Science and Technology, 2013,48, 480-486.

- Organometallic Oligomers Based on Bis(arylacetylide)bis(P-chirogenic phosphine)platinum(II)
Complexes; Synthesis and Photonic Properties, A. Lapprand, N. Khiri, D. Fortin, S. Jugé, P. D. Harvey
Inorg. Chem., 2013, 52, 2361-2371.

- o-(Hydroalkyl)phenyl P-Chirogenic phosphines as Functional Chiral Lewis Bases
E. Rémond, J Bayardon, S. Takizawa, Y. Rousselin, H. Sasai, S. Jugé,
Org. Lett.2013, 15, 1870-1873.

- P-Chirogenic Phosphines Supported by Calix[4]arene : New Insight on Pd-Catalyzed Asymmetric Allylic Substitution,
N. Khiri, E. Bertrand, M.J Eymin, Y. Rousselin, H. Cattey,J. Bayardon, P. D. Harvey, S. Jugé
Organometallics, 2013, 32, 2827-2839.

- Luminescent P-Chirogenic Copper Clusters, A. Lapprand, M. Dutartre, N. Khiri, E. Levert, D. Fortin, Y. Rousselin, A. Soldera, S. Jugé, P. D. Harvey,
Inorg. Chem., 2013, 52, 7958-7967.

- P-Chirogenic organocatalysts: application to the aza-Morita-Baylis-Hillman (aza-MBH) reaction of Ketimines,
S. Takizawa, E. Rémond, F. Arteaga Arteaga, Y. Yoshida, S. Vellaisamy, J. Bayardon,S. Jugé,H. Sasai,
Chem. Commun., 2013, 49, 8392-8394; Highlighted in Synfacts, 2013, 9, 1297

- Modular Hemisyntheses of Boronato- and Trifluoroborato L-NHBoc Amino Acid and Peptide Derivatives
H. Audi, E. Rémond, M.-J. Eymin,A. Tessier, R. Malacea-Kabbara, S. Jugé, Eur. J. Org. Chem., 2013,7960-7972.

- Solvent extraction studies of uranium(VI) from phosphoric acid: Role of synergistic reagents in mixture with bis(2-ethylhexyl)phosphoric acid,
D. Beltrami, A. Chagnes, M. Haddad, H. Laureano, H. Mokhtari, B. Courtaud, S. Jugé, G. Cote, Hydrometallurgy, 2014, 144-145, 207-214.

- P-Chirogenic organophosphorus acid-bases in asymmetric organocatalysis
E. Rémond, S. Jugé, Chemistry ToDay, 2014, 32, 49-55.

- Designing P*-chirogenic organophosphorus compounds: from ligands to organocatalysts
S. Jugé, Phosphorus, Sulfur and Silicon & the Related Elements, 2015, 190, 600-611.

- Efficient stereoslective synthesis of P-chirogenic o-functionalized P-chirogenic phosphines applied to asymmetric catalysis,
J. Bayardon, S. Jugé, Phosphorus, Sulfur and Silicon & the Related Elements, 2015, 190, 700-705.

- P-chirogenic secondary phosphine oxides: new stereoselective synthesis and applications
M. Dutartre, J. Bayardon, M.-J. Eymin, S. Jugé
Phosphorus, Sulfur and Silicon & the Related Elements, 2015, 190, 955-956.

- Efficient stereoselective synthesis of boron L-amino acid derivatives using Wittig and borylation reactions
H. Audi, E. Rémond, M.-J. Eymin, A. Tessier, R. Malacea-Kabbara, S. Jugé
Phosphorus, Sulfur and Silicon & the Related Elements, 2015, 190, 957-958.

- Phosphonium-boronate amino acid derivatives as fluoride pincers for 18F-labelling
J. Bernard, G. Clemente, B.P. Burke, M.-J. Eymin, S. J. Archibald, R. Malacea-Kabbara, S. Jugé
Phosphorus, Sulfur and Silicon & the Related Elements, 2015, 190, 953-954.

- Efficient synthesis of (P-Chiral) o-boronated phosphines from sec-phosphine boranes
J. Bayardon, J. Bernard, E. Rémond, Y. Rousselin, R. Malacea-Kabbara, S. Jugé
Org. Lett., 2015, 17, 1216-1219.

- o-Boronato- and o-Trifluoroborato-Phosphonium Salts Supported by L-α-Amino Acid Side Chai
J. Bernard,R. Malacea-Kabbara,G. Clemente,B. P. Burke,M.-J. Eymin,S.J. Archibald, S. Jugé
J. Org. Chem., 2015,80, 4289-4298.

- P-Chirogenic Silylphosphine-Boranes: Synthesis and Phospha-Michael Reactions
E. Bonnefille, A. Tessier, H. Cattey, P. Le Gendre, S. Jugé, Arkivoc, 2015 (ii) 109-131.

- [18F]-Fluoride radiolabelling and stability of B-F…P pincer triphenylphosphonium derivatives for applications in mitochondrial imaging.
S. Nigam, G. Clemente, J. Bernard, R. Malacea-Kabbara, S. Jugé, A.-M. Seymour, C. Cawthorne, S. J. Archibald, J. Nucl. Med., 2015, 56, suppl. 3, 2636.

- Modular P-chirogenic phosphine-sulfide-ligands: clear evidence for both Electronic effect and P-chirality driving enantioselectivity in Pd-catalyzed allylations,
J. Bayardon, M. Maronnat, A. Langlois, Y. Rousselin, P. Harvey, S. Jugé, Organometallics, 2015, 34, 4340-4358.    

- Designing P-chirogenic 1,2-diphosphinobenzenes at both P-centers using P(III)-Phosphinites
J. Bayardon, Y. Rousselin, S. Jugé, Org. Lett., 2016, 18, 2930-2933.  

- Applications and stereoselective syntheses of P-chirogenic phosphorus compounds
M. Dutartre, J. Bayardon, S. Jugé, Chem. Soc. Rev. 2016, 45, 5771-5794.

- Bifunctional compounds with thiophosphinyl groups, useful as extractants for uranium(VI), their processes of synthesis and their uses
D. Beltrami, H. Moktari, J. Thiry, A. Chagnes, G. Cote, S. Jugé, J. Bayardon, H. Laureano, E. Rémond,
Int. Patent. From PCT Int. Appl. (2019), WO 2019025714 A1 20190207 WO 2019025714; PCT EP-FR 17 57306, 3069559 (2017 july 31th)

- o-BF3-phosphonium pincer moieties in the design of delocalized lipophilic cation based tracers for PET imaging of mitochondrial function
S. Nigam, J. Domarkas, J. Bernard, G. Clemente, B. Burke, S. Jugé, R. Malacea-Kabbara, D. Benoit, C. Cawthorne, S. Archibald, J. Nucl. Med. 2017, 58, suppl. 1, 482.

- [60]Fullerene L-Amino Acids and Peptides: Synthesis under Phase-Transfer-Catalysis using a Phosphine-Borane Linker. Electrochemical Behaviour.
P. Minois, J. Bayardon, R. Meunier-Prest, S. Jugé, J. Org. Chem. 2017, 82, 11358-11369.

- Designing Silylated L-Amino Acids using a Wittig Strategy: Synthesis of Peptide Derivatives and18F-Labelling
B. Rugeri, H. Audi, P. Jewula, R. Koudih, R. Malacea-Kabbara, D. Vimont, J. Schulz, P. Fernandez, 
S. Jugé, Eur. J. Org. Chem.2017, 5399-5409. Highlighted in Oustanding Organics section.

- C-Bulky P-chirogenic organophosphorus compounds
A. Jaillet, J. Bayardon, S. Jugé,
Intern Patent EP 18305304 (2018 march 20th)/ 19711 108.1; PCT/EP2019/056965. (2019 march 20th) WO 2019/180084 (2019 september 26th); China 201980019961.8; Japan 2020-550754; US 16/980,979.

- Linoleic acid derivatives, pharmaceutical composition or food composition comprising said linoleic acid derivatives, and their uses
N. Khan, S. Jugé, A. Hichami, J. Bayardon, M.L. Louillat-Habermeyer, B. Rugeri,
Intern Patent n° 18305648.0 (2018 may 28th); PCT/EP2019/063696 (2019 may 27th). WO 2019/229005 (2019 september 26th)

- Oleic acid derivatives, pharmaceutical composition or food composition comprising said oleic acid derivatives, and their uses
N. Khan, S. Jugé, A. Hichami, J. Bayardon, F. Mangin, A. Khan,
Intern Patent n° 18305647.2 (2018 may 28th); PCT/EP2019/063670 (2019 may 27th). WO 2019/228994 (2019 september 26th)

- Design of P-Chirogenic Aminophosphine–Phosphinite Ligands at Both Phosphorus Centers: Origin of Enantioselectivities in Pd-Catalyzed Allylic Reactions
A. Jaillet, C. Darcel, J. Bayardon, A. Schlachter, C. Salomon, Y. Rousselin, P. Harvey, S. Jugé,
J. Org. Chem. 2020, 85, 14391-14410.

- Phospholymethano P-chirogenic-phosphine-borane as P-(n2-BH3)-chelating ligands of rhodium(I): Synthesis, characerisation and asymetric hydrogenation
C. Salomon-Bertrand, J. Bayardon, H. Lauréano, S. Jugé, J.C. Daran, M. Gouygou, J. Organometal. Chem. 2021, 938, 121753

- Novel Fat Taste Receptor Agonists Curtail Progressive Weight Gain in Obese Male Mice
A. S. Khan, A. Hichami, B. Murtaza, M.-L. Louillat-Habermeyer, C. Ramseyer, M. Azadi, S. Yesylevskyy, F. Mangin, F. Lirussi, J. Leemput, J.-F. Merlin, A. Schmitt, M. Suliman, J. Bayardon, S. Semnanian, S. Jugé, N. A. Khan,
Cell. Mol. Gastroent. Hepat., 2022, 15(3), 633-663.

- P(III)-Chirogenic phosphinite building blocks by stereospecific N -> O phosphinyl migration
A. Jaillet, J. Bayardon, Y. Rousselin, S. Jugé, J. Org. Chem. 2023, 88, 16679-16706.