Effects of Polymer Supports on the Kinetics of Solid-Phase Organic Reactions: A Comparison of Polystyrene- And TentaGel-Based Resins

Journal of Organic Chemistry

Volumn 63, Issue 12, 1998, Pages 4092-4097

  Li, Wenbao ^a,b   Yan, Bing ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

^b IRORI   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001755220     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9802271     Document Type: Article

References (33)

1. (a) Crowley, J. I.; Papoport, H. Acc. Chem. Res. 1976, 9, 135.
2. (b) Leznoff, C. C. Acc. Chem. Res. 1978, 11, 327.
3. (c) Akelah, A. and Sherrington, D. C. Chem. Rev. 1981, 81, 557.
4. (d) Frechet, J. M. J. Tetrahedron 1981, 37, 663.
5. (e) Hodge, P. In Synthesis and separations using functional polymers; Sherrington, D. D., Hodge, P., Eds.; Wiley: Chichester, 1988; Chapter 2.
6. (a) Bayer, E.; Mutter, M. Nature 1972, 273, 512.
7. (b) Bonora, G. M., Scremin, C. L.; Colonna, F. P.; Garbesi, A. Nucleic Acids Res. 1990, 18, 3155.
8. (c) Han, H.; Wolfe, M. M.; Brenner, S.; Janda, K. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 6419.
9. (a) Jung, G.; Beck-Sickinger, A. G. Angew. Chem., Int. Ed. Engl. 1992, 31, 367.
10. (b) Pavia, M. R.; Sawyer, T. K.; Moos, W. H. Bioorg. Med. Chem. Lett. 1993, 3, 387.
11. (c) Gordon, E. M.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A.; Gallop, M. A. J. Med. Chem. 1994, 37, 1385.
12. (d) Fruchtel, J. S.; Jung, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 17.
13. (e) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555.
14. (f) DeWitt, D. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114.
15. (g) Still, W. C. Acc. Chem. Res. 1996, 29, 155.
16. (h) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
17. (i) Balkenhohl, F., Bussche-Hunnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2288.
18. (j) Lam, K. S.; Lebl, M.; Krchnak, V. Chem. Rev. 1997, 97, 411.
19. (k) Fenniri, H. Current Med. Chem. 1996, 3, 343.
20. (l) Brown, R. Contemp. Org. Synth. 1997, 4, 216.
21. (a) Merrifield, R. B. Fed. Proc. Fed. Am. Soc. Exp. Biol. 1962, 21, 412.
22. (b) Merrifield, R. B. J. Am. Chem. Soc. 1963, 85, 2149.
23. (c) Letsinger, R. L.; Kornet, M. J. J. Am. Chem Soc. 1963, 85, 3045.
24. (d) Merrifield, R. B. Biochemistry 1964, 3, 1385.
25. (a) Bayer, E.; Hemmasi, B.; Albert, K.; Rapp, W.; Dengler, M. In Peptides: Structure and Function; Hruby, V. J., Rich, D. H., Eds.; Pierce Chem. Comput.: Rockford, IL, 1983; p 87.
26. (b) Bayer, E.; Dengler, M.; Hemmasi, B. Int. J. Pept. Protein Res. 1985, 25, 178.
27. (c) Bayer, E. Angew. Chem. 1991, 103, 117.
28. (a) Yan, B.; Kumaravel, G.; Anjaria, H.; Wu, A.; Petter, R.; Jewell, C. F., Jr.; Wareing, J. R. J. Org. Chem. 1995, 60, 5736-5738.
29. (b) Yan, B.; Kumaravel, G. Tetrahedron 1996, 52, 843-848.
30. Yan, B.; Sun, Q.; Wareing, J. R.; Jewell, C. F. J. Org. Chem. 1996, 61, 8765.
31. Yan, B.; Li, W. J. Org. Chem. 1997, 62, 9354.
32. Yan, B.; Fell, J. B.; Kumaravel, G. J. Org. Chem. 1996, 61, 7467.
33. Yan, B.; Sun, Q. J. Org. Chem. 1998, 63, 55.