Efficient synthesis of new C-functionalized macrocyclic polyamines

European Journal of Organic Chemistry

Volumn , Issue 9, 2010, Pages 1688-1693

  Rousselin, Yoann ^a   Sok, Nicolas ^a   Boschetti, Frédéric ^b   Guilard, Roger ^a   Denat, Franck ^a  

^a UNIVERSITÉ DE BOURGOGNE   (France)

^b CheMatech   (France)

Author keywords

Amines; Bifunctional chelating agents; Macrocycles; N ligands

Indexed keywords

EID: 77949289832     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200901183     Document Type: Article

References (32)

1. a) X. Y. Liang, P. J. Sadler, Chem. Soc. Rev. 2004, 33, 246;
2. b) R. Delgado, V. Felix, L. M. P. Lima, D. W. Price, Dalton Trans. 2007, 2734.
3. a) V. Jacques, J.-F. Desreux, Top Curr. Chem. 2002, 221, 123;
4. b) A. E. Toth, E. Merbach, The Chemistry of Contrast Agents in Medical Magnetic Resonance Imaging 2001, Wiley, Chichester;
5. c) L. M. De Leon-Rodriguez, Z. Kovacs, Bioconjugate Chem. 2008, 19, 391.
6. a) S. Liu, D. S. Edwards, Bioconjugate Chem. 2001, 12, 7;
7. b) S. Liu, Adv. Drug Delivery Rev. 2008, 1347;
8. c) K. Tanaka, K. Fukase, Org. Biomol. Chem. 2008, 6, 815.
9. T. Gunnlaugsson, J. P. Leonard, Chem. Commun. 2005, 3114.
10. a) F. Denat, S. Brandès, R. Guilard, Synlett 2000, 561;
11. b) F. Boschetti, F. Denat, E. Espinosa, A. Tabard, Y. Dory, R. Guilard, J. Org. Chem. 2005, 70, 7042;
12. c) J. Massue, S. E. Plush, C. S. Bonnet, D. A. Moore, T. Gunnlaugsson, Tetrahedron Lett. 2007, 48, 8052;
13. d) A. Barge, L. Tei, D. Upadhyaya, F. Fedeli, L. Beltrami, R. Stefania, S. Aime, G. Cravotto, Org. Biomol. Chem. 2008, 6, 1176;
14. e) C. Wängler, B. Wängler, M. Eisenhut, U. Haberkorn, W. Mier, Bioorg. Med. Chem. 2008, 16, 2606;
15. f) M. Suchy, R. H. E. Hudson, Eur. J. Org. Chem. 2008, 4847.
16. K.-P. Eisenwiener, P. Powell, H. R. Mäcke, Bioorg. Med. Chem. Lett. 2000, 10, 2133.
17. a) F. Boschetti, F. Denat, E. Espinosa, J.-M. Lagrange, R. Guilard, Chem. Commun. 2004, 588;
18. b) E. A. Lewis, C. C. Allan, R. W. Boyle, S. J. Archibald, Tetrahedron Lett. 2004, 45, 3059.
19. R. Ruloff, E. Toth, R. Scopelliti, R. Tripier, H. Handel, A. E. Merbach, Chem. Commun. 2002, 2630.
20. a) F. Boschetti, F. Denat, E. Espinosa, R. Guilard, Chem. Commun. 2002, 312;
21. b) G. Hervé, H. Bernard, N. Le Bris, J. J. Yaouanc, H. Handel, Tetrahedron Lett. 1998, 39, 6861.
22. a) R. W. Sandnes, J. Vasilevskis, K. Undheim, M. Gacek, WO 96/28432, 1996;
23. b) M. Argese, G. Ripa, A. Scala, V. Valle, WO 97/49691, 1997;
24. c) R. W. Sandnes, M. Gacek, K. Undheim, Acta Chem. Scand. 1998, 52, 1402;
25. d) J. Platzek, K. Hoyer, K.-D. Graske, B. Radüchel, WO 00/32581, 2000.
26. a) W. C. Baker, M. J. Choi, D. C. Hill, J. L. Thompson, P. A. Petillo, J. Org. Chem. 1999, 64, 2683;
27. b) J. Rohovec, R. Gyepes, I. Cisarova, J. Rudovsky, I. Lukes, Tetrahedron Lett. 2000, 41, 1249;
28. c) N. Bernier, R. Tripier, V. Patinec, M. Le Baccon, H. Handel, C. R Chem. 2007, 10, 832;
29. d) A. D. Averin, A. V. Shukhaev, A. K. Buryak, F. Denat, R. Guilard, I. P. Beletskaya, Tetrahedron Lett. 2008, 49, 3950.
30. A. R. Katritzky, W. Q. Fan, C. Fu, J. Org. Chem. 1990, 55, 3209.
31. F. Boschetti, F. Chaux, F. Denat, R. Guilard, H. Ledon, WO 2005/000823, 2005.
32. L. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.