Titanium-catalyzed intermolecular hydroaminoalkylation of conjugated dienes

Chemistry - A European Journal

Volumn 19, Issue 12, 2013, Pages 3833-3837

  Preuß, Till ^a   Saak, Wolfgang ^a   Doye, Sven ^a  

^a UNIVERSITY OF OLDENBURG   (Germany)

Author keywords

alkenes; amines; C H activation; homogeneous catalysis; titanium

Indexed keywords

1 ,3 BUTADIENE; ATOM-EFFICIENT; C-H ACTIVATION; CONJUGATED DIENES; HOMOALLYLIC AMINES; HOMOGENEOUS CATALYSIS; INDENYL;

ACTIVATION ANALYSIS; AMINES; OLEFINS; REACTION KINETICS;

TITANIUM;

EID: 84875002079     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201203693     Document Type: Article

References (33)

1. For a review on the hydroaminoalkylation of alkenes, see:, P. W. Roesky, Angew. Chem. 2009, 121, 4988-4991
2. Angew. Chem. Int. Ed. 2009, 48, 4892-4894.
3. For ruthenium catalysts, see
4. C.-H. Jun, D.-C. Hwang, S.-J. Na, Chem. Commun. 1998, 1405-1406
5. N. Chatani, T. Asaumi, S. Yorimitsu, T. Ikeda, F. Kakiuchi, S. Murai, J. Am. Chem. Soc. 2001, 123, 10935-10941.
6. For iridium catalysts, see:, S. Pan, K. Endo, T. Shibata, Org. Lett. 2011, 13, 4692-4695.
7. For Group 5 metal catalysts, see
8. M. G. Clerici, F. Maspero, Synthesis 1980, 305-306
9. W. A. Nugent, D. W. Ovenall, S. J. Holmes, Organometallics 1983, 2, 161-162
10. S. B. Herzon, J. F. Hartwig, J. Am. Chem. Soc. 2007, 129, 6690-6691
11. S. B. Herzon, J. F. Hartwig, J. Am. Chem. Soc. 2008, 130, 14940-14941
12. P. Eisenberger, R. O. Ayinla, J. M. P. Lauzon, L. L. Schafer, Angew. Chem. 2009, 121, 8511-8515
13. Angew. Chem. Int. Ed. 2009, 48, 8361-8365
14. P. Eisenberger, L. L. Schafer, Pure Appl. Chem. 2010, 82, 1503-1515
15. G. Zi, F. Zhang, H. Song, Chem. Commun. 2010, 46, 6296-6298
16. A. L. Reznichenko, T. J. Emge, S. Audörsch, E. G. Klauber, K. C. Hultzsch, B. Schmidt, Organometallics 2011, 30, 921-924
17. A. L. Reznichenko, K. C. Hultzsch, J. Am. Chem. Soc. 2012, 134, 3300-3311.
18. For zirconium catalysts, see:, J. A. Bexrud, P. Eisenberger, D. C. Leitch, P. R. Payne, L. L. Schafer, J. Am. Chem. Soc. 2009, 131, 2116-2118.
19. For titanium catalysts, see
20. C. Müller, W. Saak, S. Doye, Eur. J. Org. Chem. 2008, 2731-2739
21. R. Kubiak, I. Prochnow, S. Doye, Angew. Chem. 2009, 121, 1173-1176
22. Angew. Chem. Int. Ed. 2009, 48, 1153-1156
23. I. Prochnow, R. Kubiak, O. N. Frey, R. Beckhaus, S. Doye, ChemCatChem 2009, 1, 162-172
24. R. Kubiak, I. Prochnow, S. Doye, Angew. Chem. 2010, 122, 2683-2686
25. Angew. Chem. Int. Ed. 2010, 49, 2626-2629
26. I. Prochnow, P. Zark, T. Müller, S. Doye, Angew. Chem. 2011, 123, 6525-6529
27. Angew. Chem. Int. Ed. 2011, 50, 6401-6405
28. D. Jaspers, W. Saak, S. Doye, Synlett 2012, 23, 2098-2102
29. J. Dörfler, S. Doye, Angew. Chem. 2013, 125, 1851-1854
30. Angew. Chem. Int. Ed. 2013, 52, 1806-1809.
31. D. Mundal, K. Lutz, R. Thomson, Org. Lett. 2009, 11, 465-468
32. J. A. Berson, P. B. Dervan, R. Malherbe, J. A. Jenkins, J. Am. Chem. Soc. 1976, 98, 5937-5968
33. J. Mulzer, U. Kühl, G. Huttner, K. Evertz, Chem. Ber. 1988, 121, 2231-2238.