Solid-Phase Three-Component Domino Reactions: Combinatorial Approach to Substituted 3,4-Dihydro-2H-pyrans

Synlett

Volumn 1996, Issue 11, 1996, Pages 1043-1044

  Tietze, Lutz F ^a   Hippe, Thomas ^a   Steinmetz, Adrian ^a  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542710212     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5673     Document Type: Article

References (25)

1. a) Gordon, E. M.; Barret, R. W.; Dower, W. J.; Fodor, S. P. A.; Gallop, M. A. J. Med. Chem. 1994, 37, 1385;
2. b) Terrett, N. K.; Gardner, M.; Gordon, D. W.; Kobylecki, R. J.; Steele, J. Tetrahedron 1995, 51, 8135;
3. c) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 51, 555;
4. d) Balkenhohl, F.; von dem Bussche-Hünnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem. 1996, 108, in press; Angew. Chem. Int. Ed. Engl. 1996, 32, in press.
5. d) Balkenhohl, F.; von dem Bussche-Hünnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem. 1996, 108, in press; Angew. Chem. Int. Ed. Engl. 1996, 32, in press.
6. Früchtel, J. S.; Jung, G. Angew. Chem. 1996, 108, 19; Angew. Chem. Int. Ed. Engl. 1996, 35, 17.
7. Früchtel, J. S.; Jung, G. Angew. Chem. 1996, 108, 19; Angew. Chem. Int. Ed. Engl. 1996, 35, 17.
8. Selected new publications on combinatorial chemistry: a) Gordeev, M. F.; Patel, D. V.; Gordon, E. M. J. Org. Chem. 1996, 61, 924; b) Ruhland, B.; Bhandari, A.; Gordon, E. M.; Gallop, M. A. J. Am. Chem. Soc. 1996, 119, 253; c) Marzinzik, A. C.; Felder, E. R. Tetrahedron Lett. 1996, 37, 1003; d) Kolodziej, S. A.; Hamper, B. C. Tetrahedron Lett. 1996, 37, 5277; e) Gordeev, M. F.; Patel, D. V.; Wu, J.; Gordon, E. M. Tetrahedron Lett. 1996, 37, 4643.
9. Selected new publications on combinatorial chemistry: a) Gordeev, M. F.; Patel, D. V.; Gordon, E. M. J. Org. Chem. 1996, 61, 924; b) Ruhland, B.; Bhandari, A.; Gordon, E. M.; Gallop, M. A. J. Am. Chem. Soc. 1996, 119, 253; c) Marzinzik, A. C.; Felder, E. R. Tetrahedron Lett. 1996, 37, 1003; d) Kolodziej, S. A.; Hamper, B. C. Tetrahedron Lett. 1996, 37, 5277; e) Gordeev, M. F.; Patel, D. V.; Wu, J.; Gordon, E. M. Tetrahedron Lett. 1996, 37, 4643.
10. Selected new publications on combinatorial chemistry: a) Gordeev, M. F.; Patel, D. V.; Gordon, E. M. J. Org. Chem. 1996, 61, 924; b) Ruhland, B.; Bhandari, A.; Gordon, E. M.; Gallop, M. A. J. Am. Chem. Soc. 1996, 119, 253; c) Marzinzik, A. C.; Felder, E. R. Tetrahedron Lett. 1996, 37, 1003; d) Kolodziej, S. A.; Hamper, B. C. Tetrahedron Lett. 1996, 37, 5277; e) Gordeev, M. F.; Patel, D. V.; Wu, J.; Gordon, E. M. Tetrahedron Lett. 1996, 37, 4643.
11. Selected new publications on combinatorial chemistry: a) Gordeev, M. F.; Patel, D. V.; Gordon, E. M. J. Org. Chem. 1996, 61, 924; b) Ruhland, B.; Bhandari, A.; Gordon, E. M.; Gallop, M. A. J. Am. Chem. Soc. 1996, 119, 253; c) Marzinzik, A. C.; Felder, E. R. Tetrahedron Lett. 1996, 37, 1003; d) Kolodziej, S. A.; Hamper, B. C. Tetrahedron Lett. 1996, 37, 5277; e) Gordeev, M. F.; Patel, D. V.; Wu, J.; Gordon, E. M. Tetrahedron Lett. 1996, 37, 4643.
12. Selected new publications on combinatorial chemistry: a) Gordeev, M. F.; Patel, D. V.; Gordon, E. M. J. Org. Chem. 1996, 61, 924; b) Ruhland, B.; Bhandari, A.; Gordon, E. M.; Gallop, M. A. J. Am. Chem. Soc. 1996, 119, 253; c) Marzinzik, A. C.; Felder, E. R. Tetrahedron Lett. 1996, 37, 1003; d) Kolodziej, S. A.; Hamper, B. C. Tetrahedron Lett. 1996, 37, 5277; e) Gordeev, M. F.; Patel, D. V.; Wu, J.; Gordon, E. M. Tetrahedron Lett. 1996, 37, 4643.
13. Tietze, L. F.; Steinmetz, A. Angew. Chem. 1996, 108, 682; Angew. Chem. Int. Ed. Engl. 1996, 35, 651.
14. Tietze, L. F.; Steinmetz, A. Angew. Chem. 1996, 108, 682; Angew. Chem. Int. Ed. Engl. 1996, 35, 651.
15. Tietze, L. F.; Steinmetz, A. Synlett 1996, 667.
16. Tietze, L. F. Chem. Rev. 1996, 96, 115;
17. b) Tietze, L. F.; Beifuss, U. Angew. Chem. 1993, 105, 137; Angew. Chem. Int. Ed. Engl. 1993, 32, 131.
18. b) Tietze, L. F.; Beifuss, U. Angew. Chem. 1993, 105, 137; Angew. Chem. Int. Ed. Engl. 1993, 32, 131.
19. Examples of homo-Diels-Alder-reactions on solid support: a) Yedidia, V.; Leznoff, C. C. Can. J. Chem. 1980, 58, 1144; b) Corbridge, M. D.; McArther, C. R.; Leznoff, C. C. Reactive Polymers 1988, 8, 173; c) Schlessinger, R. H.; Berstrom, C. P. Tetrahedron Lett. 1996, 37, 2133.
20. Examples of homo-Diels-Alder-reactions on solid support: a) Yedidia, V.; Leznoff, C. C. Can. J. Chem. 1980, 58, 1144; b) Corbridge, M. D.; McArther, C. R.; Leznoff, C. C. Reactive Polymers 1988, 8, 173; c) Schlessinger, R. H.; Berstrom, C. P. Tetrahedron Lett. 1996, 37, 2133.
21. Examples of homo-Diels-Alder-reactions on solid support: a) Yedidia, V.; Leznoff, C. C. Can. J. Chem. 1980, 58, 1144; b) Corbridge, M. D.; McArther, C. R.; Leznoff, C. C. Reactive Polymers 1988, 8, 173; c) Schlessinger, R. H.; Berstrom, C. P. Tetrahedron Lett. 1996, 37, 2133.
22. Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123.
23. 13C NMR spectroscopy.
24. 4 2% Merrifield-resin (0.75 mmol per gram resin).
25. 3), 4.00 (dq, J = 9.6, 7.1 Hz, 1H, 1''-H), 4.93 (dd, J = 9.6, 2.6 Hz, 1H, 2-H).