Maître 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.
Tetrahedron, 2007, 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.