Synthesis of heterofunctionalised diamines and triamines by hydroaminomethylation of diallyl ethers, -silanes, or -amines

European Journal of Organic Chemistry

Volumn , Issue 8, 1999, Pages 1907-1914

  Eilbracht, Peter ^a   Kranemann, Christian Ludger ^a   Bärfacker, Lars ^a  

^a TU DORTMUND UNIVERSITY   (Germany)

Author keywords

Amination; Homogeneous catalysis; Hydroformylation; Rhodium

Indexed keywords

AMINE; DIAMINE; ETHER DERIVATIVE; SILANE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; ISOMERISM; METHYLATION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0032791153     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1099-0690(199908)1999:8<1907::aid-ejoc1907>3.0.co;2-s     Document Type: Article

References (29)

1. K. Rehse, E. Puchert, S. Leissring, Arch. Pharm. ( Weinheim) 1990, 323, 287-294.
2. B. R. de Costa, X.-S. He, C. Dominguez, J. Cutts, W. Williams, W. D. Bowen, J. Med. Chem. 1994, 37, 314-321.
3. [3a] W. A. Denny, G. J. Atwell, B. C. Baguley, L. P. G. Wakelin, J. Med. Chem. 1985, 28, 1568-1574. -
4. [3b] R. J. Bergeron, G. W. Yao, H. Yao, W. R. Weimar, C. A. Sninsky, B. Raisler, Y. Feng, Q. Wu, F. Gao, J. Med Chem. 1996, 39, 2461-2471.
5. F. Schatz, U. Jahn, T. Wagner-Jauregg, L. Zirngibl, K. Thiele, Arzneim.-Forsch. 1980, 30, 919-923.
6. M. L. Edwards, R. D. Snyder, J. E. Matt. Bioorg. Chem. 1994, 22, 362-367.
7. D. E. Williams, P. Lassota, R. J. Andersen, J. Org. Chem. 1998, 63, 4838-4841.
8. [7a] M. Beller, B. Cornils, C. D. Frohning, C. W. Kohlpaintner, J. Mol. Catal. A 1995, 104, 17-85. -
9. [7b] T. Rische, P. Eilbracht, Synthesis 1997, 1331-1337. -
10. [7c] C. L. Kranemann, P. Eilbracht, Synthesis 1998, 71-77. -
11. [7d] T. Rische, B. KitsosRzychon, P. Eilbracht, Tetrahedron 1998, 54, 2723-2742. -
12. [7e] T. Rische, L. Bärfacker, P. Eilbracht, Eur. J. Org. Chem. 1999, 653-660. -
13. [7f] F. Jachimowicz, J. W. Raksis, J. Org. Chem. 1982, 47, 445-447.
14. For hydroformylation of analogous systems see: M. E. Garst, D. Lukton, J. Org. Chem. 1981, 46, 4433-4438.
15. J. L. Vennerstrom, W. Y. Ellis, A. L. Ager, S. L. Andersen, L. Gerena, W. K. Milhous, J. Med. Chem. 1992, 35, 2129-2134.
16. J.-M. Garandeau, J.-F. Chollet, L. Miginiac, Helv. Chim. Acta 1991, 80, 706-717.
17. B. Delord, M. C. Guillorit, J. Lafay, M. L. Andréola, D. Tharaud, L. Tarrago-Litvak, H. J. A. Fleury, G. Déléris, Eur. J. Med. Chem. Chim. Ther. 1996, 31, 111-122.
18. C. Botthegi, R. Ganzeria, M. Lenarda, G. Moretti, J. Mol. Catal. 1987, 40, 129-183.
19. [13a] H. A. J. Carless, J. Beanland, S. Mwesigye-Kibende, Tetrahedron Lett. 1987, 28, 5933-5936. -
20. [13b] E. J. Corey, J. W. Suggs, J. Org. Chem. 1973, 38, 3224-3225.
21. [14a] S. Bertozzi, P. Salvadori, Synth. Commun. 1996, 26, 2959-2965. -
22. [14b] J. F. Knifton, J. Organomet. Chem. 1980, 188, 223-236. -
23. [14c] J. Q. Zhou, H. Alper, J. Org. Chem. 1992, 57, 3328-3331.
24. [15a] I. Ojima, Z. Zhang, J. Org. Chem. 1988, 53, 4422-4425. -
25. [15b] I. Ojima, A. Korda, W. R. Shay, J. Org. Chem. 1991, 56, 2024-2030.
26. G. D. Cuny, S. L. Buchwald, J. Am. Chem. Soc. 1993, 115, 2066-2068.
27. G. Giordano, R. Crabtree, Inorg. Synth. 1979, 19, 218-219.
28. R. R. Schrock, J. A. Osborn, Inorg. Chem. 1970, 9, 2339-2343.
29. G. G. I. Moore, J. C. Hansen, T. M. Barrett, J. E. Waddell, K. M. Jewell, T. A. Kestner, R. M. Payfer, J. Fluorine Chem. 1986, 32, 41-76.