Syntheses, characterization, stereochemistry and complexing properties of acyclic and macrocyclic compounds possessing α-amino-or α-hydroxyphosphonate units: a review article

Heteroatom Chemistry

Volumn 11, Issue 7, 2000, Pages 493-504

  Failla, Salvatore ^a   Finocchiaro, Paolo ^b   Consiglio, Giuseppe A ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF CATANIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; ESTERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION ANALYSIS;

A CYCLIC COMPOUNDS; AMINO PHOSPHONATE; CYCLOPHANES; HYDROLYTIC CLEAVAGE; HYDROXYPHOSPHONATE; MACROCYCLIC COMPOUNDS;

ORGANIC COMPOUNDS;

EID: 0034513087     PISSN: 10427163     EISSN: None     Source Type: Journal    
DOI: 10.1002/1098-1071(2000)11:7<493::AID-HC7>3.0.CO;2-A     Document Type: Article

References (57)

1. (a) For comprehensive reviews see: Kafarski, P.; Lejczak, B. Phosphorus Sulfur Silicon 1991, 63, 193;
2. (b) Bartlett, P. A.; Marlowe, C. K.; Giannousis, P. P.; Han-son, J. E. Cold Spring Harbor Symp Quant Biol 1987, LII, 83;
3. (c) Bird, J.; De Mello, R. C.; Harper, G. P.; Hunter, D. J.; Karran, E. H.; Markwell, R. E.; Miles-Williams, A. J.; Rahman, S. S.; Ward, R. W. J Med Chem 1994, 37, 158;
4. (d) McLeod, D. A.; Brinkworth, R. I.; Asheley, J. A.; Janda, K. D.; Wirshing, P. Bioorg Med Chem Lett 1991, 1, 653.
5. (a) Allen, J. G.; Atherton, F. R.; Hall, M. J.; Hassall, C. H.; Holmes, S. W.; Lambert, R. W.; Nisbet, L. J.; Ringrose, P. S. Nature 1978, 272, 56;
6. (b) Atherton, F. R.; Hall, M. J.; Hassall, C. H.; Lambert, R. W.; Ringrose, P. S. Antimicrob Agents Chemother 1979, 15, 677;
7. (c) Allen, J. G.; Atherton, F. R.; Hall, M. J.; Hassall, C. H.; Holmes, S. W.; Lambert, R. W.; Nisbet, L. J.; Ringrose, P. S. Antimicrob Agents Chemother 1979, 15, 684;
8. (d) Atherton, F. R.; Hall, M. J.; Hassall, C. H.; Lambert, R. W.; Lloyd, W. J.; Ringrose, P. S. Antimicrob Agents Chemother 1979, 15, 696.
9. (a) Maier, L.; Diel, P. J. Phosphorus Sulfur Silicon 1994, 90, 259;
10. (b) Maier, L.; Diel, P. J. Phosphorus Sulfur Silicon 1991, 57, 57.
11. Natchev, I. A. Liebigs Ann Chem 1988, 861.
12. (a) Kametani, T.; Kigasawa, K.; Hiiragi, M.; Wakisaka, K.; Haga, S.; Sugi, H.; Tanigawa, K.; Suzuki, Y.; Fukawa, K.; Irino, O.; Saita, O.; Yamabe, S. Heterocycles 1981, 16, 1205;
13. (b) Baylis, E. K.; Campbell, C. D.; Dingwall, J. G. J Chem Soc Perkin Trans I 1984, 2845;
14. (c) Lejczak, B.; Kafarski, P.; Sztajer, H.; Mastalerz, P. J Med Chem 1986, 29, 2212;
15. (e) Okada, Y.; Iguchi, S.; Mimura, M.; Yagyu, M. Chem Pharm Bull 1980, 28, 1320.
16. Lavielle, G.; Hautefaye, P.; Schaeffer, C.; Boulin, J. A.; Cudennec, C. A.; Pierré, A. J Med Chem 1991, 34, 1998.
17. Jagovic, V.; Herak, M. J. J Inorg Nucl Chem 1970, 32, 1323.
18. Bligh, S. W. A.; Choi, N.; Green, D. S. T. C.; Hudson, H. R.; Mc Grath, C. M.; Me Pianka, M. Polyhedron 1993, 12, 2887, and references therein.
19. (a) Bulman, R. A. In Trace Metals and Fluoride in Bones and Teeth, Priest, N. O., van de Vyver, F. L. Eds., CRC Press: Boca Raton, FL, 1990; p. 271;
20. (b) Engel, R. Chem Rev 1977, 77, 349.
21. Ruzic-Toros, Z.; Kojic-Prodic, B.; Sljukic, M. Acta Cryst 1978, B, 34, 3110.
22. Belsky, V. K.; Finocchiaro, P. Unpublished results. 1992, Moscow.
23. Atherton, F. R.; Hassall, C. H.; Lambert, R. W. J Med Chem 1986, 29, 29.
24. Caccamese, S.; Failla, S.; Finocchiaro, P.; Hägele, G.; Principato, G. J Chem Research (S) 1992, 242.
25. Caccamese, S.; Principato, G.; Gruss, U.; Hägele, G.; Failla, S. Tetrahedron Asym 1994, 5, 141.
26. Failla, S.; Finocchiaro, P.; Latronico, M.; Libertini, M. Phosphorus Sulfur Silicon 1994, 88, 185.
27. Bligh, S. W. A.; Choi, N.; Failla, S.; Finocchiaro, P.; Il'Yasov, A.; Libertini, M.; Mc Graft, C. M.; McPartlin, M.; Woodroffe, T. M. J Chem Soc Dalton Trans 1994, 3333.
28. Failla, S.; Finocchiaro, P. Phosphorus Sulfur Silicon 1995, 101, 261.
29. Failla, S.; Finocchiaro, P. Phosphorus Sulfur Silicon 1995, 105, 195.
30. Choi, N.; Failla, S.; Finocchiaro, P.; McPartlin, M.; Scowen, I. J. J Chem Res (S) 1994, 340.
31. Failla, S.; Finocchiaro, P.; Hägele, G.; Rapisardi, R. Phosphorus Sulfur Silicon 1993, 82, 79.
32. Failla, S.; Finocchiaro, P.; Belsky, V. K.; Zavodnik, V. E.; Sobolev, A. N. Phosphorus Sulfur Silicon 1993, 80, 75.
33. Dronia, H.; Failla, S.; Finocchiaro, P.; Hägele, G. J Mol Struct (Theochem) 1995, 334, 179.
34. Failla, S.; Finocchiaro , P. Phosphorus Sulfur Silicon 1993, 85, 65.
35. Brienne, M. J.; Jacques, J.; Brianso, M. C.; Surcouf, E. Nouv J Chim 1978, 2, 19.
36. Abramov, V. S. Zh Obhsch Khim 1952, 22, 647; Chem Abstr 1953, 47, 5351.
37. Abramov, V. S. Zh Obhsch Khim 1952, 22, 647; Chem Abstr 1953, 47, 5351.
38. (a) Patel, D. V.; Rielly-Gauvin, K.; Ryono, D. E. Tetrahedron Lett 1990, 31, 5587;
39. (b) Patel, D. V.; Rielly-Gauvin, K.; Ryono, D. E. Tetrahedron Lett 1990, 31, 5591.
40. (a) Sikorski, J. A.; Miller, M. J.; Braccolino, D. S.; Cleary, D. G.; Corey, S. D.; Font, J. L.; Gruys, K. J.; Han, C. Y.; Lin, K. C.; Pansegrau, P. D.; Ream, J. E.; Schnur, D.; Shah, A.; Walker, M. C. Phosphorus Sulfur Silicon 1993, 76, 115;
41. (b) Peterson, M. L.; Corey, S. D.; Sikorski, J. A.; Walker, M. C.; Abstracts of Papers, 203rd American Chemical Society National Meeting, San Francisco, ORGN 469, 1992.
42. Stowasser, B.; Budt, K.-H.; Jian-Qi, L.; Peyman, A.; Ruppert, D. Tetrahedron Lett 1992, 6625; Moore M. L.; Dreyer, G. B. Perspective Drug Discovery Design, (1993), I, 85.
43. Stowasser, B.; Budt, K.-H.; Jian-Qi, L.; Peyman, A.; Ruppert, D. Tetrahedron Lett 1992, 6625; Moore M. L.; Dreyer, G. B. Perspective Drug Discovery Design, (1993), I, 85.
44. Mikroyannidis, J. A. Phosphorus and Sulfur 1984, 20, 323.
45. Mikroyannidis, J. A. J Polym Sci 1988, A26, 885.
46. Consiglio, G.; Failla, S.; Finocchiaro, P. Phosphorus Sulfur Silicon 1996, 117, 37.
47. Chapman, N. B.; Shorter, J. Advance in Linear Free Energy Relationships; Plenum Press: London, 1972.
48. Smith, S. J.; Zimmer, H.; Fluck, E.; Fisher, P. Phosphorus Sulfur Silicon 1988, 35, 105.
49. Caccamese, S.; Failla, S.; Finocchiaro, P.; Principato, G. Chirality 1998, 10, 100.
50. Gutsche, C. D. Calixarenes; The Royal Society of Chemistry: Cambridge, 1989.
51. Bohmer, V. J., (Ed.) Calixarenes: A Versatile Class of Macrocyclic Compounds; Kluver Academic Publishers; Dordrecht, 1991.
52. Markovsky, L. N.; Kalchenko, V. I.; Solovyov, A. V.; Finocchiaro, P.; Failla, S.; Atamas, L. I.; Consiglio, G.; Tsymbal, I. F. Anales de Quimica Int Ed 1998, 94, 164.
53. Consiglio, G.; Finocchiaro, P.; Failla, S.; Albert, A.; Mootz, D. Phosphorus Sulfur Silicon 1999, 149, 29.
54. Consiglio, G. A.; Failla, S.; Finocchiaro, P. Mendeleev Commun 1999, 90.
55. Aime, S.; Batsanov, A. S.; Botta, M.; Dickins, R. S.; Faulkner, S.; Foster, C. E.; Harrison, A.; Howard, J. A. K.; Moloney, J. M.; Norman, T. J.; Parker, D.; Royle, L.; Williams, J. A. G. J Chem Soc Dalton Trans 1997, 3623.
56. Consiglio, G. A.; Failla, S.; Finocchiaro, P.; Visi, M.; Hardcastle, K. Supramolecular Chemistry 2000, 11, 177.
57. Consiglio, G. A.; Finocchiaro, P.; Failla, S.; Hardcastle, K. I.; Ross, C.; Caccamese, S.; Giudice, G. Eur J Org Chem 1999, 2799.