A novel and stereospecific synthesis of aminocyclitol:N- tosyldihydroconduramine E2

Journal of Chemical Research

Volumn , Issue 1, 2010, Pages 54-56

  Kelebekli, Latif ^a,b   Celik, Murat ^b   Kara, Yunus ^b  

^a ORDU UNIVERSITY   (Turkey)

^b ATATÜRK UNIVERSITY   (Turkey)

Author keywords

Aminocyclitol; Conduramine; Endoperoxide; N tosyldihydroconduramine E2

Indexed keywords

EID: 77949403408     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: 10.3184/030823410X12628681698796     Document Type: Article

References (33)

1. V.H. Lillelund, H.H. Jenesen, X.F. Liang and M. Bols, Chem. Rev., 2002, 102, 515.
2. A. Berecibar, C. Grandjean and A. Siriwardena, Chem. Rev., 1999, 99, 779.
3. D.N. Gilbert, Aminoglycosides. In: G.L. Mandell, J.E. Bennet and R. Dolin, eds. Principles and practice of infectious diseases, 6th edn. Philadelphia, Churchill Livingstone, 2005, pp. 328.
4. G. Legler, Adv. Carbohydr. Chem. Biochem., 1990, 48, 319.
5. B.H. Jaines, N.C. Elliott and D.L. Schicho, J. Antibiot., 1992, 45, 1705.
6. N. Sakairi, M. Hayashida, A. Amano and H. Kuzuhara, J. Chem. Soc., Perkin Trans 1, 1990, 1301.
7. R. Lysek, C. Schütz, S. Favre, A.C. O'Sullivan, C. Pillonel, T. Krülle, P.M.J. Jung, I. Clotet-Codina, J.A. Este and P. Vogel, Bioorg. Med. Chem., 2006, 14, 6255.
8. R. Lysek and P. Vogel, Tetrahedron, 2006, 62, 2733.
9. H. Miyabe, A. Nishiki and T. Naito, Chem. Pharm. Bull., 2003, 51, 100.
10. A.M. Gomez, E. Moreno, S. Valverde and J.C. Lopez, Tetrahedron Lett., 2002, 43, 7863.
11. O. Sellier, P. Van de Weghe, D. Le Nouen, C. Strehler and J. Eustache, Tetrahedron, Lett. 1999, 40, 853.
12. M.C. Mcintosh and S.M. Weinreb, J. Org. Chem., 1993, 58, 4823.
13. G. Kresze and E. Kysela, Liebigs Ann. Chem., 1981, 4, 202.
14. G. Kresze and E. Kysela, Liebigs Ann. Chem., 1981, 4, 224.
15. H. Braun, K. Klier, G. Kresze, G. Sabunu, O. Werbitzky and J. Winkler, Liebigs Ann. Chem. 1986, 1360.
16. O. Werbitzky, K. Konrad and H. Felber, Liebigs Ann. Chem., 1990, 267.
17. T. Hudlicky and F.H. Olivio, Tetrahedron Lett., 1991, 32, 6077.
18. B.M. Trost and D.L. Van Vranken, J. Am. Chem. Soc., 1993, 115, 444.
19. B.M. Trost and D.E. Patterson, Chem. Eur. J., 1999, 5, 3279.
20. L. Kelebekli, M. Celik, E. Sahin, Y. Kara and M. Balci, Tetrahedron Lett., 2006, 47, 7031.
21. E. Sahin, L. Kelebekli, Y. Kara, M. Celik and M. Balci, Acta. Crystallogr., E63. 2007, o2464.
22. L. Kelebekli, Y. Kara and M. Celik, Beilstein J. Org. Chem., in press.
23. G. Pandey, S.K. Tiwari and V.G. Puranic, Org. Lett., 2008, 10, 3611.
24. G.O. Schenck and D.E. Dunlap, Angew. Chem., 1956, 68, 248.
25. C. Kaneko, A. Sugimoto and S. Tanaka, Synthesis, 1974, 12, 876.
26. M. Balci, Chem. Rev. 1981, 81, 91.
27. M.S. Gültekin, M. Celik and M. Balci, Curr. Org. Chem., 2004, 8, 1159.
28. L. Kelebekli, Y. Kara and M. Balci, Carbohydr. Res., 2005, 340, 1940.
29. B.M. Trost, B. Bernhard, P. Stefan, Z. Jorge and W.Z. Joseph, Angew. Chem. Int. Ed. Engl., 1995, 34, 2386.
30. L. Kelebekli, J. Chem. Res., 2008, 104.
31. L. Kelebekli, J. Chem. Res., 2007, 626.
32. N. Balci, L. Kelebekli, S. Goksu, B. Anil and Ertan Sahin, J. Chem. Res., 2009, 248.
33. N. Oztaskin, L. Kelebekli, S. Goksu, B. Anil and Ertan Sahin, J. Chem. Res., 2009, 231.