Synthesis of C8 alkyl glycosides via palladium-catalyzed telomerization of butadiene with O-benzylated aldoses

Carbohydrate Research

Volumn 341, Issue 1, 2006, Pages 153-159

  Bessmertnykh, Alla ^a,b   Hénin, Françoise ^a   Serra Muns, Anna ^a   Muzart, Jacques ^a   Baillia, Henri ^a  

^a UNIVERSITÉ DE REIMS CHAMPAGNE ARDENNE   (France)

^b UNIVERSITÉ DE BOURGOGNE   (France)

Author keywords

Benzylated aldoses hemiacetals; Octyl glycosides; Palladium; Telomerization

Indexed keywords

CATALYSIS; HYDROGENATION; PALLADIUM; SYNTHESIS (CHEMICAL);

BANZYLATED ALDOSES HEMIACETALS; OCTYL GLYCOSIDES; TELOMERIZATION;

SUGARS;

1,3 BUTADIENE; ALDOSE DERIVATIVE; ALKADIENE; CARBOHYDRATE DERIVATIVE; GLYCOSIDE; HYDROXYL GROUP; PALLADIUM; UNCLASSIFIED DRUG; 1,3 BUTADIENE DERIVATIVE; 1,3-BUTADIENE; BENZYL DERIVATIVE;

ARTICLE; BENZYLATION; CARBOHYDRATE SYNTHESIS; CATALYSIS; CATALYST; CHEMICAL REACTION; DEPROTECTION REACTION; HYDROGENATION; PRIORITY JOURNAL; TELOMERIZATION; CHEMISTRY; SYNTHESIS;

BENZYL COMPOUNDS; BUTADIENES; CATALYSIS; GLYCOSIDES; HYDROGENATION; PALLADIUM;

EID: 29144484727     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2005.09.027     Document Type: Article

References (18)

1. W. von Ribinski, and K. Hill Angew. Chem., Int. Ed. 37 1998 1329 1345
2. A.V. Demchenko Synlett 2003 1225 1240
3. Gruber, B.; Weese, K. J.; Hoagland, S. M.; Mueller, H. P.; Hill, K.; Behr, A. (Henkel) PCT Int. Appl. WO 13531, 1990; Chem. Abstr. 1991, 115, 137003.
4. Hill, K.; Weese, K. J.; (Henkel). Ger. Offen. 4242467, 1993; Chem. Abstr. 1994, 120, 301648.
5. K. Hill, B. Gruber, and K.J. Weese Tetrahedron Lett. 35 1994 4541 4542
6. I. Pennequin, J. Meyer, I. Suisse, and A. Mortreux J. Mol. Catal. A: Chem. 120 1997 132 142
7. Pennequin, I.; Mortreux, A.; Petit, F.; Mentech, J.; Thiriet, B. (Eridania Beghin Say) Brev. Fr. 1994, FR 19940107; Chem. Abst. 1994, 121, 205887.
8. V. Desvergnes-Breuil, C. Pinel, and P. Gallezot Green Chem. 3 2001 175 177
9. C. Donzé, C. Pinel, P. Gallezot, and P.L. Taylor Adv. Synth. Catal. 344 2002 906 910
10. B. Estrine, S. Bouquillon, F. Hénin, and J. Muzart Eur. J. Org. Chem. 2004 2914 2922
11. B. Estrine, S. Bouquillon, F. Hénin, and J. Muzart Green Chem. 7 2005 219 223
12. A. Bessmertnykh, F. Hénin, and J. Muzart J. Mol. Catal. A: Chem. 238 2005 199 206
13. F. Hénin, A. Bessmertnykh, A. Serra-Muns, J. Muzart, and H. Baillia Eur. J. Org. Chem. 2004 511 520
14. A. Bessmertnykh, F. Hénin, and J. Muzart Carbohydr. Res. 339 2004 1377 1380
15. A. Behr, M. Urschey, and V.A. Brehme Green Chem. 5 2003 198 204
16. P.A.M. van der Klein, A.E.J. de Nooy, G.A. van der Marel, and J.H. van Boom Synthesis 1991 347 349
17. R.P. Bonar-Law, and J.K.M. Sanders J. Amer. Chem. Soc. 117 1995 259 271
18. T. Mizutani, T. Kurahashi, T. Murakami, N. Matsumi, and H. Hogoshi J. Am. Chem. Soc. 119 1997 8991 9001