Carbohydrate-based spiro bis(isoxazolines): synthesis and evaluation in asymmetric catalysis

Tetrahedron Letters

Volumn 51, Issue 2, 2010, Pages 374-377

  Goyard, David ^a,b,c   Telligmann, Susanne M ^d   Goux Henry, Catherine ^a,b,c   Boysen, Mike M K ^d   Framery, Eric ^a,b,c   Gueyrard, David ^a,b,c   Vidal, Sébastien ^a,b,c  

^a UNIVERSITÉ LYON 1   (France)

^b UNIVERSITÉ LYON 1   (France)

^c CPE LYON   (France)

^d LEIBNIZ UNIVERSITY HANNOVER   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE; COPPER; IODINE; ISOXAZOLE; ISOXAZOLINE DERIVATIVE; LIGAND; MALONIC ACID; PALLADIUM; SPIRO BIS(ISOXAZOLINE); UNCLASSIFIED DRUG;

ALKYLATION; ALKYNYLATION; ARTICLE; ASYMMETRIC CATALYSIS; CATALYSIS; CHLORINATION; CYCLOADDITION; CYCLOPROPANATION; ENANTIOSELECTIVITY; PROTON NUCLEAR MAGNETIC RESONANCE; RING OPENING; STEREOCHEMISTRY; SYNTHESIS;

EID: 71249163876     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.11.028     Document Type: Article

References (40)

1. Desimoni G., Faita G., and Jorgensen K.A. Chem. Rev. 106 (2006) 3561-3651
2. Hargaden G.C., and Guiry P.J. Chem. Rev. 109 (2009) 2505-2550
3. Jorgensen K.A., Johannsen M., Yao S., Audrain H., and Thorhauge J. Acc. Chem. Res. 32 (1999) 605-613
4. McManus H.A., and Guiry P.J. Chem. Rev. 104 (2004) 4151-4202
5. Boysen M.M.K. Chem. Eur. J. 13 (2007) 8648-8659
6. Second Supplement to the Second Edition of Rodd's Chemistry of Carbon Compounds. Hale, K. J.; Sainsbury, M. Eds.; Vol. 1E/F/G, Chapter 23b, Elsevier: Amsterdam, 1993; p 273.
7. Hultin P.G., Earle M.A., and Sudharshan M. Tetrahedron 53 (1997) 14823-14870
8. Knauer S., Kranke B., Krause L., and Kunz H. Curr. Org. Chem. 8 (2004) 1739-1761
9. Kunz H. Pure Appl. Chem. 67 (1995) 1627-1635
10. Kunz H., and Rück K. Angew. Chem., Int. Ed. Engl. 32 (1993) 336-358
11. Benessere V., De Roma A., and Ruffo F. ChemSusChem 1 (2008) 425-430
12. Castillon S., Claver C., and Diaz Y. Chem. Soc. Rev. 34 (2005) 702-713
13. Diéguez M., Claver C., and Pàmies O. Eur. J. Org. Chem. (2007) 4621-4634
14. Diéguez M., Pàmies O., Ruiz A., Díaz Y., Castillón S., and Claver C. Coord. Chem. Rev. 248 (2004) 2165-2192
15. Glaser B., and Kunz H. Synlett (1998) 53-54
16. Glegola K., Framery E., Goux-Henry C., Pietrusiewicz K.M., and Sinou D. Tetrahedron 63 (2007) 7133-7141
17. Glegola K., Johannesen S.A., Thim L., Goux-Henry C., Skrydstrup T., and Framery E. Tetrahedron Lett. 49 (2008) 6635-6638
18. Hashizume T., Yonehara K., Ohe K., and Uemura S. J. Org. Chem. 65 (2000) 5197-5201
19. Konovets A., Penciu A., Framery E., Percina N., Goux-Henry C., and Sinou D. Tetrahedron Lett. 46 (2005) 3205-3208
20. Mata Y., Diéguez M., Pàmies O., and Claver C. Adv. Synth. Catal. 347 (2005) 1943-1947
21. Tollabi M., Framery E., Goux-Henry C., and Sinou D. Tetrahedron: Asymmetry 14 (2003) 3329-3333
22. Yonehara K., Hashizume T., Mori K., Ohe K., and Uemura S. Chem. Commun. (1999) 415-416
23. Yonehara K., Hashizume T., Mori K., Ohe K., and Uemura S. J. Org. Chem. 64 (1999) 9374-9380
24. Irmak M., and Boysen M.M.K. Adv. Synth. Catal. 350 (2008) 403-405
25. Irmak M., Groschner A., and Boysen M.M.K. Chem. Commun. (2007) 177-179
26. Irmak M., Lehnert T., and Boysen M.M.K. Tetrahedron Lett. 48 (2007) 7890-7893
27. Minuth T., Irmak M., Groschner A., Lehnert T., and Boysen M.M.K. Eur. J. Org. Chem. (2009) 997-1008
28. Arai M.A., Kuraishi M., Arai T., and Sasai H. J. Am. Chem. Soc. 123 (2001) 2907-2908
29. Shinohara T., Arai M.A., Wakita K., Arai T., and Sasai H. Tetrahedron Lett. 44 (2003) 711-714
30. Muthiah C., Arai M.A., Shinohara T., Arai T., Takizawa S., and Sasai H. Tetrahedron Lett. 44 (2003) 5201-5204
31. Wakita K., Bajracharya G.B., Arai M.A., Takizawa S., Suzuki T., and Sasai H. Tetrahedron: Asymmetry 18 (2007) 372-376
32. Benltifa M., Hayes J.M., Vidal S., Gueyrard D., Goekjian P.G., Praly J.-P., Kizilis G., Tiraidis C., Alexacou K.-M., Chrysina E.D., Zographos S.E., Leonidas D.D., Archontis G., and Oikonomakos N.G. Bioorg. Med. Chem. 17 (2009) 7368-7380
33. Benltifa M., Vidal S., Gueyrard D., Goekjian P.G., Msaddek M., and Praly J.-P. Tetrahedron Lett. 47 (2006) 6143-6147
34. Trost B.M., and Van Vranken D.L. Chem. Rev. 96 (1996) 395-422
35. Wei C., and Li C.-J. J. Am. Chem. Soc. 124 (2002) 5638-5639
36. Wei C., Mague J.T., and Li C.-J. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 5749-5754
37. Bourdon B., Corbet M., Fontaine P., Goekjian P.G., and Gueyrard D. Tetrahedron Lett. 49 (2008) 747-749
38. Gueyrard D., Haddoub R., Salem A., Bacar N.S., and Goekjian P.G. Synlett (2005) 520-522
39. Hicks R.G., Koivisto B.D., and Lemaire M.T. Org. Lett. 6 (2004) 1887-1890
40. Kim B.H., Jeong E.J., Hwang G.T., and Venkatesan N. Synthesis (2001) 2191-2202