Chiral Lewis acids supported on silica gel and alumina, and their use as catalysts in Diels-Alder reactions of methacrolein and bromoacrolein

Tetrahedron Asymmetry

Volumn 7, Issue 8, 1996, Pages 2263-2276

  Fraile, José M ^a   García, José I ^a   Mayoral, José A ^a   Royo, Ana J ^a  

^a UNIVERSITY OF ZARAGOZA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

TYROSINE DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030220950     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00281-9     Document Type: Article

References (25)

1. 1. Blaser, H. U.; Pugin, B. in "Chiral Reactions in Heterogeneous Catalysis", James, G.; Dubois, V. Eds., Plenum Press, New York, 1995.
2. 2. (a) Martlin, S. A; Lough, W. J.; Chan, L.; Abram, D. M. H.; Zhou, Z. J. Chem. Soc., Chem. Comun. 1984, 1039.
3. (b) Doyle, M. P.; Eismont, M. Y.; Bergbreiter, D. E.; Gray, H. N. J. Org. Chem. 1994, 57, 6103.
4. 3. (a) Itsuno, S.; Kamatori, K.; Watanabe, W.; Koizumi, F.; Ito, K. Tetrahedron:Asymmetry 1994, 5, 523.
5. (b) Kamatori, K.; Tada, S.; Ito, K.; Itsuno, S. Tetrahedron;Asymmetry 1995, 6, 2547.
6. 4. (a) Takasu, M.; Yamamoto, H. Synlett 1990, 194.
7. (b) Sartos, D.; Saffrich, J.; Helmchen, G. Synlett 1990, 197.
8. (c) Sartos, D.; Saffrich, J.; Helmchen, G.; Richards, C. J.; Lambert, H. Tetrahedron:Asymmetry 1991, 2, 639.
9. 5. (a) Corey, E. J.; Loh, T.-P. J. Am. Chem. Soc. 1991, 113, 8966.
10. (b) Corey, E. J.; Loh, T.-P.; Roper, T. D.; Azimioara, M. D; Noe, M. C. J. Am. Chem. Soc. 1992, 114, 8290.
11. 6. Seerden, J.-P. G.; Scheeren, H. W. Tetrahedron Lett. 1993, 34, 2669.
12. 7. Cativiela, C.; García, J. I.; Mayoral, J. A.; Pires, E.; Royo, A. J.; Figueras, F. Tetrahedron 1995, 51, 1295.
13. 8. See for instance: (a) Itsuno, S.; Fréchet, J. M.J. J. Org. Chem. 1987, 52, 4140.
14. (b) Itsuno, S.; Sakurai, Y.; Ito, K.; Maruyama, T.; Nakahama, S.; Fréchet, J. M. J. J. Org. Chem. 1990, 55, 304.
15. (c) Soai, H.; Niwa, S.; Watanabe, M. J. Org. Chem. 1988, 53, 927.
16. (d) Fréchet, J. M. J.; Bald, E.; Lecavalier, P. J. Org. Chem. 1986, 51, 3462.
17. (e) Itsuno, S.; Nakano, M.; Hito, K.; Hirao, A.; Owa, M.; Kanda, N.; Nakahama, S. J. Chem. Soc., Perkin Trans. 1 1985, 2615.
18. (f) Itsuno, S., Sakurai, Y.; Ito, K.; Hirao, A.; Nakahama, S. Bull. Chem. Soc. Jpn. 1987, 60, 395.
19. (g) Soai, K.; Watanabe, M.; Yamamoto, A. J. Org. Chem. 1990, 55, 4832.
20. 9. Ribiere, F.; Riant, O.; Kagan, H. B. Tetrahedron:Asymmetry 1990, 3, 199.
21. 10. (a) Cativiela, C.; Fraile, J. M.; García, J. I.; Mayoral, J. A.; Pires, E.; Royo, A. J.; Figueras, F.; de Mènorval, L. C. Tetrahedron 1993, 49, 4073.
22. (b) Cativiela, C.; García, J. I.; Mayoral, J. A.; Pires, E.; Royo, A. J.; Figueras, F. Tetrahedron:Asymmetry 1993, 4, 621.
23. 11. (a) Hashimoto, S.; Komeshima, R; Koga, K. J. Chem. Soc., Chem. Commun. 1979, 437.
24. (b) Takemura, H.; Komeshima, N; Takahashi, I.; Hashimoto, S.; Ikota, N.; Tamioka, K.; Koga, K. Tetrahedron Lett. 1987, 28, 5687.
25. 12. Bains, S.; Pagni, R. M.; Kabalka, G. W. Tetrahedron Lett. 1991, 32, 5663, and references cited therein.