Laboratoire des Glucides

FRE 3517

Accueil > Equipe OLIGO >Imane Stasik

Pascal SONNETMaître de Conférences
Mail : imane.stasik@u-picardie.fr
Tél : 03 22 82 75 66
Fax : 03 22 82 75 60

 

Membre de l'équipe OLIGO

Description des travaux de recherche

Fonctionnalisation et transformation directe des glycolactones :
Synthèse de S-alkylthio-D-pentono- et hexono-1,4-lactones et de S-alkylthio-D-pentitols et hexitols. Ces produits présentent une nouvelle famille de glucidoamphiphiles en tant que tensioactifs non ioniques et cristaux liquides.

Synthèse de 5-amino-5-désoxy-D-pentitols et de 6-amino-6-désoxy-D-hexitols. Ces composés ont été utilisés pour la préparation d'acides monoaminoglyconiques précurseurs de polymères tels que le Nylon 6.

Synthèse d'inhibiteurs potentiels de glycosidases :
5-amino-5-désoxy-D-pentono-lactames/ 6-amino-6-désoxy-D-hexono-lactames/  5-Thio-D-pentoses/  
5-Thio-D-pentono-1,5-lactones/   6-Thio-D-hexono-1,6-lactones.

 

Publications

  • Synthesis of new N-substituted 3,4,5-trihydroxypiperidin-2-ones from d-ribono-1,4-lactone
    Céline Falentin-Daudré, Daniel Beaupère and Imane Stasik-Boutbaïba
    Carbohydrate Research,  2010, 345 1983–1987
  • Efficient synthesis of new N-alkyl-D-ribono-1,5-lactams from D-ribono-1,4-lactone
    Céline Falentin, Daniel Beaupère, Gilles Demailly, and Imane Stasik
    Tetrahedron Lett., 2009,50, 38, 5364-5366
  • New approach to (−)-polyoxamic acid and 3,4-diepipolyoxamic acid from D-lyxono-1,4-lactone
    Céline Falentin, Daniel Beaupère, Gilles Demailly, and Imane Stasik
    Tetrahedron, 2008, 64, 42, 9989-9991
  • 6-S-Alkyl-6-thiohexonolactones and 6-S-Alkyl-6-thiohexitols: Efficient Synthesis and New smectic liquid crystal phases
    L. Chaveriat, C. Meyer, D. Beaupère, G. Demailly, and I. Stasik
    J. mol. Liq. 2008, 142, 17-21.
  • A concise synthesis of 5-amino-5-deoxyaldonic acids as monomers for the preparation of nylon 5.
    C. FALENTIN, D. BEAUPERE, G. DEMAILLY, I. STASIK.
    Carbohydrate Research, 2007, 342(18), 2807-2809.
  • Synthesis of 6-amino-6-deoxy-D-gulono-1,6-lactam and L-gulono-1,6-lactam derived from corresponding 5,6-O-sulfinyl hexono-1,4-lactones.
    L. GIREAUD, L. CHAVERIAT, I. STASIK, A. WADOUACHI, D. BEAUPERE.
    Tetrahedron2007, 62(31), 7455-7458
    (Erratum) Tetrahedron, 2007, 63(24), 5328.
  • The direct synthesis of 6-amino-6-deoxyaldonic acids as monomers for the preparation of polyhydroxylated nylon 6.
    L. CHAVERIAT, I. STASIK, G. DEMAILLY, D. BEAUPERE.
    Tetrahedron: Asymmetry, 2006, 17(9), 1349-1354.
  • First synthesis of 2,3,4-tri-O-benzyl-5-thio-D-ribono-1,5-lactone.
    L. CHAVERIAT, I. STASIK, J. LALOT, G. DEMAILLY, D. BEAUPERE.
    Synthesis, 2005, (15), 2476-2478.
  • First synthesis of 4,5-O-isopropylidene-6-thio-D-galactono-1,6-lactone as a precursor of D-galactothioseptanose.
    L. CHAVERIAT, I. STASIK, G. DEMAILLY, D. BEAUPERE.
    Tetrahedron: Asymmetry, 2005, 16(3), 623-627.
  • Direct syntheses of S-alkylthio-D-galactono-, D-mannono-1,4-lactones, S-alkylthio-L-galactitols and D-mannitols displaying amphiphilic and mesophasic properties.
    L. CHAVERIAT, I. STASIK, G. DEMAILLY, D. BEAUPERE.
    Carbohydrate Research, 2004, 339(10), 1817-1821.
  • Synthesis and amphiphilic properties of S-alkylthiopentonolactones and their pentitol derivatives.
    J. LALOT, I. STASIK, G. DEMAILLY, D. BEAUPERE, P. GODE.
    Journal of Colloid and Interface Science, 2004, 273(2), 604-610.
  • Improved synthesis of 6-amino-6-deoxy-D-galactono-1,6-lactam and D-mannono-1,6-lactam from corresponding unprotected D-hexono-1,4-lactones.
    L. CHAVERIAT, I. STASIK, G. DEMAILLY, D. BEAUPERE.
    Tetrahedron, 2004, 60(9), 2079-2081.
  • Mesomorphism of S-alkylthiopentonolactones and their itol derivatives.
    J. LALOT, I. STASIK, G. DEMAILLY, D. BEAUPERE, P. GODE.
    Journal of Thermal Analysis and Calorimetry, 2003, 74(1), 77-83.
  • Efficient synthesis of 5-thio-D-arabinopyranose and 5-thio-D-xylopyranose from the corresponding D-pentono-1,4-lactones.
    J. LALOT, I. STASIK, G. DEMAILLY, D. BEAUPERE.
    Carbohydrate Research, 2003, 338(21), 2241-2245.
  • An improved synthesis of 5-thio-D-ribose from D-ribono-1,4-lactone.
    J. LALOT, I. STASIK, G. DEMAILLY, D. BEAUPERE.
    Carbohydrate Research, 2002, 337(15), 1411-1416.
  • Efficient syntheses of 1-S-alkyl-1-thio-L-ribitols, D-lyxitols and L-xylitols from D-pentono-1,4-lactones.
    J. LALOT, I. STASIK, G. DEMAILLY, D. BEAUPERE.
    Carbohydrate Research, 2001, 335(1), 55-61.
  • Efficient syntheses of 1-bromodeoxy-, 1-azidodeoxy- and 1-aminodeoxypentitols from unprotected D-pentono-1,4-lactones.
    V. BOUCHEZ, I. STASIK, D. BEAUPERE.
    Carbohydrate Research, 2000, 323(1-4), 213-217.
  • A new efficient access to glycono 1,4-lactones by oxidation of unprotected itols by catalytic hydrogen transfer with RhH(PPh3)4-benzalacetone system.
    I. ISAAC, G. AIZEL, I. STASIK, A. WADOUACHI, D. BEAUPERE.
    Synlett, 1998,  (5), 475-476.
  • An efficient and facile three-step synthesis of 5-amino-5-deoxy-D-pentonolactams from unprotected D-pentono-1,4-lactones.
    V. BOUCHEZ, I. STASIK, D. BEAUPERE, R. UZAN.
    Tetrahedron Letters, 1997, 38(44), 7733-7736.
  • A two-step synthesis of 3-deoxy-D- or L-glycono-1,4-lactones and 2-O-alkyl-3-deoxy-D-glycono-1,4-lactones from D- or L-glyconolactones.
    C. CHOQUET-FARNIER, I. STASIK, D. BEAUPERE.
    Carbohydrate Research, 1997, 303(2), 185-191.
  • Regioselective halogenation of pentono-1,4-lactones. Efficient synthesis of 5-chloro- and 5-bromo-5-deoxy derivatives.
    V. BOUCHEZ, I. STASIK, D. BEAUPERE, R. UZAN.
    Carbohydrate Research, 1997, 300(2), 139-142.
  • New and direct access to 3-deoxy-hex-2-enono-1,4-lactone derivatives by etherification of hexonolactones.
    C. CHOQUET-FARNIER, I. STASIK, D. BEAUPERE, R. UZAN.
    Carbohydrate Letters, 1996, 2(2), 91-96.
  • A new and direct access to glycono-1,4-lactones from glycopyranoses by regioselective oxidation and subsequent ring restriction.
    I. ISAAC, I. STASIK, D. BEAUPERE, R. UZAN.
    Tetrahedron Letters, 1995, 36(3), 383-6.
  • Stereochemical control in the formation of thiazolidines from O-protected reducing sugars.
    A. WADOUACHI, D. BEAUPERE, R. UZAN, I. STASIK, D. F. EWING, G. MACKENZIE.
    Carbohydrate Research, 1994, 262(1), 147-54.
  • Thioglycosides and thioethers of D-glucose new cysteamine derivatives.
    A. WADOUACHI, I. BOUTBAIBA-STASIK, G. DEMAILLY, R. UZAN, D. BEAUPERE.
    Natural Product Letters, 1993, 2(4), 277-82.
  • Regioselective de-O-benzylation via catalytic hydrogen transfer. Access to monosaccharide derivatives having a free hydroxyl group on carbon 2.
    D. BEAUPERE, I. BOUTBAIBA, A. WADOUACHI, C. FRECHOU, G. DEMAILLY, R. UZAN.
    New Journal of Chemistry, 1992, 16(3), 405-11.
  • Selective deprotection of the 2-hydroxy group in methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside by hydrogen transfer.
    D. BEAUPERE, I. BOUTBAIBA, G. DEMAILLY, R. UZAN.
    Carbohydrate Research, 1988, 180(1), 152-5.
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