One-Step Hydroxy Substitution of 4,4′-Dimethoxybenzhydrol with Amides, Lactams, Carbamates, Ureas and Anilines

Synthesis

Volumn , Issue 4, 1996, Pages 495-501

  Henneuse, Catherine ^a   Boxus, Thierry ^a   Tesolin, Lorenzo ^a   Pantano, Guiseppe ^a   Marchand Brynaert, Jacqueline ^a  

^a UNIVERSITÉ CATHOLIQUE DE LOUVAIN   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

BENZHYDRYL DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029919489     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-4230     Document Type: Article

References (28)

1. Silver, F. H. Biomaterials, Medical Devices and Tissue Engineering; Chapman Hall: London, 1994.
2. Marchand-Brynaert, J.; Noiset, O.; Schneider, Y.-J. Proceedings of 5th European Polymer Federation Symposium (EPF 94) 2-30; Basel, 1994.
3. Franchina, N. L.; McCarthy, T. J. Macromolecules 1991, 24, 3045.
4. Henneuse, C.; Gillard, K.; Noiset, O.; Marchand-Brynaert, J. Bull. Soc. Chim. Fr. 1995, 132, 333.
5. Bodansky, M.; Bodansky, A. The Practice of Peptide Synthesis, [2nd ed (revised)]; Springer: Heidelberg, 1994.
6. König, W.; Geiger, R. Chem. Ber. 1970, 103, 2041.
7. Sieber, P.; Riniker, B. Tetrahedron Lett. 1991, 32, 739.
8. Freedman, H. H. In Carbonium Ions, Vol. 4; Olah, G. A.; von R. Schleyer, P.; Eds.; Wiley-Interscience: New York, 1973; Chapter 28.
9. Balfe, M. P.; Kenyon, J.; Thain, E. M. J. Chem. Soc. 1952, 790.
10. Arnett, E. M.; Klingensmith, G. B. J. Am. Chem. Soc. 1965, 87, 1023.
11. Pri-Bar, I.; Buchman, O.; Schumann, H.; Kroth, H. J.; Blum, J. J. Org. Chem. 1980, 45, 4418.
12. Greene, T. W.; Wuts, P. G. Protective Groups in Organic Synthesis, 2nd ed; Wiley: New York, 1991.
13. Kocienski, P. J. Protecting Groups; Thieme: Stuttgart, New York, 1994.
14. Gmeiner, P.; Bollinger, B. Synthesis 1995, 168.
15. The Organic Chemistry of β-Lactams; Georg, G. I. Ed.; VCH: New York, 1993.
16. Di Pietro, D.; Borzilleri, R. M.; Weinreb, S. M. J. Org. Chem. 1994, 59, 5856.
17. Kawabata, T.; Kimura, Y.; Ito, Y.; Terashima, S. Tetrahedron Lett. 1986, 27, 6241.
18. Ito, Y.; Kobayashi, Y.; Kabawata, T.; Takase, M.; Terashima, S. Tetrahedron 1989, 45, 5767.
19. Comprehensive Organic Synthesis; Vol 6; Trost, B. M.; Fleming, I.; Winterfeldt, E. Eds.; Pergamon: Oxford, 1991; pp 501-508.
20. Challis, B. C.; Challis, J. A. In The Chemistry of Amides; Zabicky, J. Ed.; Interscience: London, 1970; Chapter 13.
21. McCarty, C. G.; Garner, L. A. In The Chemistry of Amidines and Imidates; Patai, S. Ed.; Wiley: London, 1975, Chapter 4.
22. Shimshock, S. J.; Waltermire, R. E.; De Shong, P. J. Am. Chem. Soc. 1991, 113, 8791.
23. Smith, A. B.; Rano, T. A.; Chida, N.; Sulikowski, G. A.; Wood, J. L. J. Am. Chem. Soc. 1992, 114, 8008.
24. Schlessinger, R. H.; Bebernitz, G. R.; Lin, P.; Poss, A. Y. J. Am. Chem. Soc. 1985, 107, 1777.
25. De Shong, P.; Ramesh, S.; Elango, V.; Perez, J. J. J. Am. Chem. Soc. 1985, 107, 5219.
26. König, W.; Geiger, R. Chem. Ber. 1972, 105, 2872.
27. Lee, J. H.; Jung, H. W.; Kang, I.-K.; Lee, H. B. Biomaterials 1994, 15, 705 and references cited therein.
28. Ikada, Y. Biomaterials 1994, 15, 725.