Phosphomolybdic acid-Al2O3: A mild, efficient, heterogeneous and reusable catalyst for regioselective opening of oxiranes with amines to β-amino alcohols

Journal of Molecular Catalysis A: Chemical

Volumn 266, Issue 1-2, 2007, Pages 65-68

  Ramesh Kumar, S ^a   Leelavathi, P ^a  

^a University College for Women   (India)

Author keywords

2 Amino alcohols; Alumina; Amines; Epoxides; PMA (phosphomolybdic acid); Solid acid

Indexed keywords

ALCOHOLS; AMINES; PARAFFINS; REGIOSELECTIVITY;

2-AMINO ALCOHOLS; EPOXIDES; PHOSPHOMOLYBDIC ACIDS (PMA); REUSABLE CATALYSTS; SOLID ACIDS;

CATALYSIS;

EID: 33947130137     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2006.10.045     Document Type: Article

References (43)

1. Erhardt P.W., Woo C.W., Anderson W.G., and Gorczynski. J. Med. Chem. 25 (1982) 1408
2. Narsaiah A.V. Synth. Commun. 2006 (1897)
3. Ager D.J., Prakash I., and Schaad D.R. Chem. Rev. 96 (1996) 835
4. Corey E.J., and Zhang F. Angew. Chem. Int. Ed. Engl. 38 (1999) 1931
5. Bose D.S., and Narsaiah A.V. Bioorg. Med. Chem. (2005) 627
6. O'Brien P. Angew. Chem. Int. Ed. Engl. 38 (1999) 326
7. Hanson R.M. Chem. Rev. 91 (1991) 437
8. Bergmeier S.C. Tetrahedron 56 (2000) 2561
9. Deyrup J.A., and Moyer C.L. J. Org. Chem. 34 (1969) 175
10. Gupta R., Paul S., Gupta A.K., Kachroo P.L., and Dandia. Ind. J. Chem. (1997) 281
11. Hodgson D.M., Gibbs A.R., and Lee G.P. Tetrahedron 52 (1996) 14361
12. Ollevier T., and Lavie-Compin G. Tetrahedron Lett. 43 (2002) 7891
13. Iqbal J., and Pandey A. Tetrahedron Lett. 31 (1990) 575
14. Pachon L.D., Gamez J.J.M., Van Bassel, and Reedijik. Tetrahedron Lett. 44 (2003) 6025
15. Chakraborti A.K., and Kondaskar A. Tetrahedron Lett. 44 (2003) 8315
16. Yadav J.S., Reddy B.V.S., Harikishan K., Madhan Ch., and Narsaiah A.V. Synthesis (2005) 2897
17. Chakraborti A.K., Rudrawar S., and Kondaskar A. Eur. J. Org. Chem. (2004) 3597
18. Chini M., Crotti P., and Macchia F. J. Org. Chem. 56 (1991) 5939
19. Azizi N., and Saidi M.R. Can. J. Chem. (2005)
20. Auge J., and Leroy F. Tetrahedron Lett. 37 (1996) 7715
21. Sekhar G., and Singh V.K. J. Org. Chem. 64 (1999) 287
22. Meguro N., Asao N., and Yamamoto Y. Perkins Trans. 1 (1994) 2597
23. Cepanec I., Latvic M., Mikuldas H., Bartolincic A., and Vinkovic V. Tetrahedron 59 (2003) 2435
24. Fujiwara M., Imada M., Baba A., and Matsuda H. Tetrahedron Lett. 30 (1989) 739
25. Yadav J.S., Reddy A.R.R., Narsaiah A.V., and Reddy B.V.S. J. Mol. Catal. A 261 (2006) 207
26. Ollevier T., and Lavie-Compin G. Tetrahedron Lett. 45 (2004) 49
27. Fan R.H., and Hou X.L. J. Org. Chem. 68 (2003) 726
28. Yadav J.S., Reddy B.V.S., Basak A.K., and Narsaiah A.V. Tetrahedron Lett. 44 (2003) 1047
29. Das U., Crousse B., Kesavan V., Bonnet-Delpon D., and Begue J.P. J. Org. Chem. 65 (2000) 6749
30. Zhao P.Q., Xu L.W., and Xia C.G. Synlett (2004) 846
31. Kamal A., Ramu P., Azhar M.A., and Khanna G.B.R. Tetrahedron Lett. 46 (2005) 2675
32. Rampalli S., Chaudhari S.S., and Akamanchi G. Synthesis (2000) 78
33. Cossy J., Bellosta V., Hamoir C., and Desmurs J.R. Tetrahedron Lett. 43 (2002) 7083
34. Caron M., and Sharpless K.B. J. Org. Chem. 50 (1985) 1557
35. Leung W.H., Chow E.K.F., Wu M.C., Kum P.W.Y., and Yeung L.L. Tetrahedron Lett. 36 (1995) 107
36. Varma R.S., Dahiya R., and Saini R.K. Tetrahedron Lett. 38 (1997) 7029
37. Kalena G.P., Jain A., and Benerji A. Molecules (1997) 100
38. Ramesh Ch., Banerjee J., Pal R., and Das B. Adv. Synth. Catal. 345 (2003) 557
39. Bose D.S., Lakshmi B.J., and Narsaiah A.V. Synthesis (2000) 67
40. Bose D.S., and Narsaiah A.V. Tetrahedron Lett. 39 (1998) 6533
41. Mizuno N., and Misono M. Chem. Rev. (1998) 199
42. Okuhara T., Mizuno N., and Misono M. Adv. Catal. 41 (1996) 113
43. Catalyst preparation: a mixture of phosphomolybdic acid (1 g) and neutral alumina (10 g) were taken in methylenedichloride (50 ml) and stirred well. The solvent was removed under reduced pressure, the obtained powered catalyst mixture was used for reactions.