Total synthesis of saturated and unsaturated di-trans-N-substituted cyclam-based macrocycles through a versatile intermediate

Tetrahedron

Volumn 56, Issue 27, 2000, Pages 4759-4764

  Barros, M Teresa ^a   Siñeriz, Fernando ^a  

^a UNIVERSIDADE NOVA DE LISBOA   (Portugal)

Author keywords

Asymmetry; Aza compounds; Cyclisation; Macrocycles

Indexed keywords

MACROCYCLIC COMPOUND; POLYAZAMACROCYCLES; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; PRIORITY JOURNAL; SYNTHESIS;

EID: 0343496835     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00382-3     Document Type: Article

References (25)

1. Lindoy L.F. The Chemistry of Macrocyclic Ligand Complexes. 1989;Cambridge University Press, Cambridge.
2. Denat F., Lacour S., Brandès S., Guilard R. Tetrahedron Lett. 38:1997;4417-4420.
3. Alfonso I., Astorga C., Rebolledo F., Gotor V. Tetrahedron: Asymmetry. 10:1999;2515-2522.
4. Kim B.M., So S.M. Tetrahedron Lett. 40:1999;7687-7690.
5. Gaudinet-Hamann B., Zhu J., Fensterbank H., Larpent C. Tetrahedron Lett. 40:1999;287-290.
6. Boitrel B., Andrioletti B., Lachkar M., Guilard R. Tetrahedron Lett. 36:1995;4995-4998.
7. Helps I.M., Parker D., Morphy J.R., Chapman J. Tetrahedron. 45:1989;219-226.
8. Alfonso I., Rebolledo F., Gotor V. Tetrahedron: Asymmetry. 10:1999;367-374.
9. Lázár I. Tetrahedron Lett. 40:1999;381-382.
10. Alcock N.W., Balakrishnan K.P., Moore P., Pike G.A. J. Chem. Soc., Dalton Trans. 1987;889-894.
11. Alcock N.W., Moore P., Omar H.A.A. J. Chem. Soc., Dalton Trans. 1986;985-989.
12. Dickins R.S., Howard J.A.K., Lehmann C.W., Moloney J., Parker D., Peacock R.D. Angew. Chem., Int. Ed. Engl. 36:1997;521-523.
13. Royal G., Dahaoui-Gindrey V., Dahaoui S., Tabard A., Guilard R., Pullumbi P. Eur. J. Org. Chem. 1998;1971-1975.
14. Bucher C., Royal G., Barbe J.M., Guilard R. Tetrahedron Lett. 40:1999;2315-2318.
15. Weisman G.R., Rogers M.E., Wong E.H., Jasinski J.P., Paight E.S. J. Am. Chem. Soc. 112:1990;8604-8605.
16. Burguete M.I., Escuder B., Luis S.V., Miravet J.F., García-España E. Tetrahedron Lett. 35:1994;9075-9078.
17. Altava B., Burguete M.I., Escuder B., Luis S.V., García-España E., Muñoz M.C. Tetrahedron. 53:1997;2629-2640.
18. Kirsanov A.V., Kirsanova N.A. J. Gen. Chem. USSR Engl. Trans. 32:1962;877-882.
19. Buhleier E., Wehner W., Vögtle F. Synthesis. 1978;155-158.
20. Panetta V., Yaouanc J.J., Handel H. Tetrahedron Lett. 33:1992;5505-5508.
21. (a) Taber, D. F.; Wang, Y. J. Am. Chem Soc. 1997, 119, 22-26.
22. (b) Gold, E. H.; Babad, E. J. Org. Chem. 1972, 37, 2208-2210.
23. (a) Bank, S.; Closson, W. D.; Wriede, P. J. Am. Chem. Soc. 1966, 1581-1583.
24. (b) Ji, S.; Gortter, L. B.; Waring A. B.; Bank, S.; Closson, W. D.; Wriede, P. J. Am. Chem. Soc. 1967, 5311-5312.
25. Perrin D.D., Armarego W.L.F., Perrin D.R. Purification of Laboratory Chemicals. 2nd ed. 1980;Pergamon, New York.