Polymer scandium-catalyzed three-component reactions leading to diverse amino ketone, amino ester, and amino nitrile derivatives

Tetrahedron Letters

Volumn 37, Issue 51, 1996, Pages 9221-9224

  Kobayashi, Shu ^a   Nagayama, Satoshi ^a   Busujima, Tsuyoshi ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; AMINE; ESTER; KETONE DERIVATIVE; NITRILE; POLYMER; SCANDIUM;

ARTICLE; CATALYSIS; CHEMICAL REACTION; REACTION ANALYSIS; TECHNIQUE;

EID: 0030590980     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02188-0     Document Type: Article

References (20)

1. (1) (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555.
2. (b) Früchtel, J. S.; Jung, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 17-42.
3. (c) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 8135-8173.
4. (d) Lowe, G. Chem. Soc. Rev. 1995, 37, 309-317.
5. (e) Gallop, M. A.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A.; Gordon, E. M. J. Med. Chem. 1994, 37, 1233-1251.
6. (f) Gordon, E. M.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A.; Gallop, M. A. J. Med. Chem. 1994, 37, 1385-1401.
7. (2) (a) Kobayashi, S.; Nagayama, S. J. Org. Chem. 1996, 61, 2256-2257.
8. (b) Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1996, 118, 8977-8978.
9. (3) Reviews of polymer catalysts: (a) Bailey, D. C.; Langer, S. H. Chem. Rev. 1981, 81, 109-148.
10. (b) Akelah, A.; Sherrington, D. C. ibid. 1981, 81, 557-587.
11. (c) Frechet, J. M. J. Tetrahedron 1981, 37, 663-689.
12. (4) Recently, multiple-component reactions have been focused on as one of the most efficient methods for the construction of a library. (a) Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18, 115-122.
13. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131.
14. (c) Tempest, P. A.; Brown, S. D.; Armstrong, R. W. Angew. Chem., Int. Ed. Engl. 1996, 35, 640-642.
15. (d) Wipf, P.; Cunningham, A. Tetrahedron Lett. 1995, 36, 7819-7822.
16. (e) Kobayashi, S.; Ishitani, H.; Nagayama, S. Chem. Lett. 1995, 423-424. See also, Ref. 5.
17. (5) Kobayashi, S.; Araki, M.; Yasuda, M. Tetrahedron Lett. 1995, 36, 5773-5776.
18. (6) A small excess of 1 was removed under reduced pressure.
19. (7) For synthesis of α-amino nitrile, Review: Shafran, Y. M.; Bakulev, V. A.; Mokrushin, V. S. Russ. Chem. Rev. 1989, 58, 148-162.
20. 3. Kobayashi, S.; Ishitani, H.; Ueno, M. Synlett in press.