Resin-immobilised benzyl and aryl vinyl sulfones: New versatile traceless linkers for solid-phase organic synthesis

Tetrahedron Letters

Volumn 38, Issue 49, 1997, Pages 8573-8576

  Kroll, Friedrich E K ^a   Morphy, Richard ^b   Rees, David ^b   Gani, David ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

^b MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

POLYSTYRENE DERIVATIVE; RESIN;

ALKYLATION; ARTICLE; DEAMINATION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030681297     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10291-X     Document Type: Article

References (24)

1. Lam, K. S.; Salmon, S. E.; Hersh, E. M., Hruby, K. J.; Kazmiersky, W. M.; Knapp, R. J. Nature (London), 1991, 354, 82.
2. Erb, E. E.; Janda, K. D.; Brenner, S. Proc. Natl. Acad. Sci. USA, 1994, 91 11422.
3. Balkenhohl, F, Bussche-Hünnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem. Int. Ed. Engl., 1996, 35, 2288.
4. Gallop, M. A.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A.; Gordon, M. A. J. Med. Chem., 1994, 37, 1233; and, Gordon, E. M.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A. J. Med. Chem., 1994, 37, 1385.
5. Gallop, M. A.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A.; Gordon, M. A. J. Med. Chem., 1994, 37, 1233; and, Gordon, E. M.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A. J. Med. Chem., 1994, 37, 1385.
6. Hermkens, P. H. H.; Ottenheim, H. C. J.; Rees D. Tetrahedron, 1996, 52, 4527 and Tetrahedron, 1997, 53, 5643, and; Maehr, H. Bioorg. Med. Chem., 1997, 5, 473.
7. Hermkens, P. H. H.; Ottenheim, H. C. J.; Rees D. Tetrahedron, 1996, 52, 4527 and Tetrahedron, 1997, 53, 5643, and; Maehr, H. Bioorg. Med. Chem., 1997, 5, 473.
8. Hermkens, P. H. H.; Ottenheim, H. C. J.; Rees D. Tetrahedron, 1996, 52, 4527 and Tetrahedron, 1997, 53, 5643, and; Maehr, H. Bioorg. Med. Chem., 1997, 5, 473.
9. See Novabiochem Catalogue 1997-98 for new resins and new immobilised functional groups.
10. Backes, B. J.; Ellman, J. A. J. Am. Chem. Soc., 1994, 116, 11171; Holmes, C. P.; Jones, D. G. J. Org. Chem., 1995, 60, 2318; Plunkett, M. J.; Ellman, J. A. J. Org. Chem., 1995, 60, 6006; and, Chemra, B; Finkelstein, J. A.; Veber, D. F. J. Am. Chem. Soc., 1995, 117, 11999.
11. Backes, B. J.; Ellman, J. A. J. Am. Chem. Soc., 1994, 116, 11171; Holmes, C. P.; Jones, D. G. J. Org. Chem., 1995, 60, 2318; Plunkett, M. J.; Ellman, J. A. J. Org. Chem., 1995, 60, 6006; and, Chemra, B; Finkelstein, J. A.; Veber, D. F. J. Am. Chem. Soc., 1995, 117, 11999.
12. Backes, B. J.; Ellman, J. A. J. Am. Chem. Soc., 1994, 116, 11171; Holmes, C. P.; Jones, D. G. J. Org. Chem., 1995, 60, 2318; Plunkett, M. J.; Ellman, J. A. J. Org. Chem., 1995, 60, 6006; and, Chemra, B; Finkelstein, J. A.; Veber, D. F. J. Am. Chem. Soc., 1995, 117, 11999.
13. Backes, B. J.; Ellman, J. A. J. Am. Chem. Soc., 1994, 116, 11171; Holmes, C. P.; Jones, D. G. J. Org. Chem., 1995, 60, 2318; Plunkett, M. J.; Ellman, J. A. J. Org. Chem., 1995, 60, 6006; and, Chemra, B; Finkelstein, J. A.; Veber, D. F. J. Am. Chem. Soc., 1995, 117, 11999.
14. Hormozdiari, P.; Gani, D. Tetrahedron Lett., 1996, 37, 8227.
15. Conti, P.; Demont, D.; Cals, J.; Ottenheijm, H. C. J.; Leysen, D. Tetrahedron Lett., 1997, 38, 2915.
16. Nestler, H. P.; Bartlett, P. A.; Still, W. C. J. Org. Chem, 1994, 59, 4723; and, Nicolaou, K. C.; Xiao, X.-Y.; Parandoosh, Z; Senyei, A.; Nova, M. P. Angew. Chem. Int. Ed. Engl., 1995, 34, 2289; and, Egner, B. J.; Cardno, M.; Bradley, M. J. Chem. Soc., Chem. Commun., 1995, 2163.
17. Nestler, H. P.; Bartlett, P. A.; Still, W. C. J. Org. Chem, 1994, 59, 4723; and, Nicolaou, K. C.; Xiao, X.-Y.; Parandoosh, Z; Senyei, A.; Nova, M. P. Angew. Chem. Int. Ed. Engl., 1995, 34, 2289; and, Egner, B. J.; Cardno, M.; Bradley, M. J. Chem. Soc., Chem. Commun., 1995, 2163.
18. Nestler, H. P.; Bartlett, P. A.; Still, W. C. J. Org. Chem, 1994, 59, 4723; and, Nicolaou, K. C.; Xiao, X.-Y.; Parandoosh, Z; Senyei, A.; Nova, M. P. Angew. Chem. Int. Ed. Engl., 1995, 34, 2289; and, Egner, B. J.; Cardno, M.; Bradley, M. J. Chem. Soc., Chem. Commun., 1995, 2163.
19. Morphy, J. R.; Rankovic, Z; Rees, D. C. Tetrahedron Lett., 1996, 37, 3209; and, Brown, A. R.; Rees, D. C.; Rankovic, Z.; Morphy, J. R. J. Am. Chem. Soc., 1997, 119, 3288.
20. Morphy, J. R.; Rankovic, Z; Rees, D. C. Tetrahedron Lett., 1996, 37, 3209; and, Brown, A. R.; Rees, D. C.; Rankovic, Z.; Morphy, J. R. J. Am. Chem. Soc., 1997, 119, 3288.
21. Matthews, W. S.; Bares, J. E.; Bartmess, J. E.; Bordwell, F. G.; Comforth, F. J.; Drucker, G. E.; Margolin, Z.; McCallum, R. J.; McCollum, G. J.; Vanier, N. R. J. Am. Chem. Soc., 1975, 97, 7006.
22. Rano, T. A.; Chapman, K. T. Tetrahedron Lett., 1995, 36, 3789.
23. Gulzar, M. S.; Akhlar, M.; Gani, D. J. Chem. Soc. Chem. Commun., 1994, 1601 and J. Chem. Soc. Perkin Trans, 1, 1997, 649.
24. Gulzar, M. S.; Akhlar, M.; Gani, D. J. Chem. Soc. Chem. Commun., 1994, 1601 and J. Chem. Soc. Perkin Trans, 1, 1997, 649.