A synthesis of carbasugar-sugar pseudodisaccharides via a cycloaddition-cycloreversion reaction of 2 H -Pyran-2-ones

Organic Letters

Volumn 12, Issue 23, 2010, Pages 5564-5566

  Afarinkia, Kamyar ^a   Abdullahi, Mohamed Haji ^a   Scowen, Ian J ^a  

^a UNIVERSITY OF BRADFORD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CARBASUGAR; DISACCHARIDE; HYDROGEN; PYRAN DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; SYNTHESIS;

CARBASUGARS; CYCLIZATION; DISACCHARIDES; HYDROGEN; MOLECULAR STRUCTURE; PYRANS;

EID: 78650325281     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102358s     Document Type: Article

References (33)

1. Igarashi, Y.; Kannagi, R. J. Biochem. 2010, 147, 3
2. Dennis, J. W.; Rabi, I. R.; Demetriou, M. Cell 2009, 139, 1229
3. Ohtsubo, K.; Marth, J. D. Cell 2006, 126, 855
4. Zhang, X. L. Cur. Med. Chem. 2006, 13, 1141
5. Suzuki, K.; Nakahara, T.; Kanie, O. Curr. Top. Med. Chem. 2009, 9, 34
6. Afarinkia, K.; Bahar, A. Tetrahedron: Asymmetry 2005, 16, 1239
7. de Melo, E. B.; Gomes, A. D.; Carvalho, I. Tetrahedron 2006, 62, 10277
8. Zou, W. Curr. Top. Med. Chem. 2005, 5, 1363
9. Compain, P.; Martin, O. R. Bioorg. Med. Chem. 2001, 9, 3077
10. Vogel, P. Chimia 2001, 55, 359
11. Cumpstey, I. Carbohydr. Res. 2009, 344, 2285
12. Yuasa, H.; Hashimoto, H. Trends Glycosci. Glyc. 2001, 13, 35
13. Pritchard, R. G.; Stoodley, R. J.; Yuen, W.-H. Org. Biomol. Chem. 2005, 3, 162
14. Cheng, X.; Khan, N.; Kumaran, G.; Mootoo, D. R. Org. Lett. 2001, 3, 1323
15. Pearce, A. J.; Sollogoub, M.; Mallet, J.-M.; Sinaÿ, P. Eur. J. Org. Chem. 1999, 2103
16. Delgado, A. Eur. J. Org. Chem. 2008, 3893
17. Wrodnigg, T. M.; Steiner, A. J.; Ueberbacher, B. J. Anti-Cancer Agent. Med. Chem. 2008, 8, 77
18. Mohamud, T. Nat. Prod. Rep. 2003, 20, 137
19. Cipolla, L.; La Ferla, B.; Nicotra, F. Curr. Top. Med. Chem. 2003, 3, 485
20. Pasquarello, C.; Picasso, S.; Demange, R.; Melissard, M.; Berger, E. G.; Vogel, P. J. Org. Chem. 2000, 65, 4251
21. Qiao, L.; Murray, B. W.; Shimazaki, M.; Schultz, J.; Wong, C.-H. J. Am. Chem. Soc. 1996, 118, 7653
22. Yuasa, H.; Palcic, M. M.; Hindsgaul, O. Can. J. Chem. 1995, 73, 2190
23. Vértesy, L.; Fehlhaber, H. W.; Schulz, A. Angew. Chem., Int. Ed 1994, 33, 1844
24. Afarinkia, K.; Mahmood, F. Tetrahedron 1999, 55, 3129
25. Afarinkia, K.; Ndibwami, A. Synlett 2007, 1940
26. Afarinkia, K.; Bahar, A.; Neuss, J. Synlett 2007, 1375 and references cited therein
27. Afarinkia, K.; Haji Abdullahi, M.; Scowen, I. J. Org. Lett. 2009, 11, 5182
28. Goel, A.; Ram, V. J. Tetrahedron 2009, 65, 7865
29. Woodward, B. T.; Posner, G. H. Adv. Cyloaddit. 1999, 5, 47
30. Afarinkia, K.; Nelson, T. D.; Vinader, M. V.; Posner, G. H. Tetrahedron 1992, 48, 9111
31. Markó, I. E.; Evans, G. R.; Declercq, J.-P. Tetrahedron 1994, 50, 4557
32. Jeon, H. B.; Posner, G. H. Tetrahedron 2009, 65, 1235
33. Bromfield, K. M.; Gradén, H.; Hagberg, D. P.; Olsson, T.; Kann, N. Chem Commun. 2007, 3183