Direct reductive amination versus hydrogenation of intermediates - A comparison

Advanced Synthesis and Catalysis

Volumn 346, Issue 5, 2004, Pages 561-565

  Tararov, Vitali I ^a   Kadyrov, Renat ^b   Riermeier, Thomas H ^b   Fischer, Christine ^a   Börner, Armin ^a,c  

^a LEIBNIZ INSTITUT FÜR KATALYSE E V AN DER UNIVERSITÄT ROSTOCK   (Germany)

^b EVONIK INDUSTRIES AG   (Germany)

^c UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

Amination; Enantioselective reduction; Homogeneous catalysis; Hydrogen; Hydrogenation; P ligands; Rhodium

Indexed keywords

ACETOPHENONE; BENZYLAMINE; ENAMINE; IMINE; PIPERIDINE;

AMINATION; ARTICLE; CATALYSIS; CHIRALITY; ENANTIOSELECTIVITY; HYDROGENATION; PRODUCTIVITY; REDUCTION;

EID: 2542458280     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200303208     Document Type: Article

References (23)

1. a) A. F. Abdel-Magid, K. G. Carson, B. D. Harris, C. A. Maryanoff, R. D. Shah, J. Org. Chem. 1996, 61, 3849-3862 and references cited therein;
2. b) V. I. Tararov, R. Kadyrov, T. H. Riermeier, A. Börner, Adv. Synth. Catal. 2002, 344, 200-208;
3. c) V. I. Tararov, R. Kadyrov, T. H. Riermeier, U. Dingerdissen, A. Börner, Org. Prep. Proc. Int. 2004, in press.
4. V. A. Tarasevich, N. G. Kozlov, Russ. Chem. Rev. 1999, 68, 55-72; P. N. Rylander, Hydrogenation Methods; Academic Press: New York, 1985, pp. 82-93; S. Nishimura, Handbook of Heterogeneous Catalytic Hydrogénation for Organic Synthesis, Wiley: New York, 2001.
5. V. A. Tarasevich, N. G. Kozlov, Russ. Chem. Rev. 1999, 68, 55-72; P. N. Rylander, Hydrogenation Methods; Academic Press: New York, 1985, pp. 82-93; S. Nishimura, Handbook of Heterogeneous Catalytic Hydrogénation for Organic Synthesis, Wiley: New York, 2001.
6. V. A. Tarasevich, N. G. Kozlov, Russ. Chem. Rev. 1999, 68, 55-72; P. N. Rylander, Hydrogenation Methods; Academic Press: New York, 1985, pp. 82-93; S. Nishimura, Handbook of Heterogeneous Catalytic Hydrogénation for Organic Synthesis, Wiley: New York, 2001.
7. a) V. I. Tararov, R. Kadyrov, T. H. Riermeier, A. Börner, Chem. Commun. 2000, 1867-1868;
8. b) R. Margalef-Català, C. Claver, P. Salagre, E. Fernández, Tetrahedron Lett. 2000, 41, 6583-6588;
9. c) G. D. Williams, R. A. Pike, C. E. Wade, M. Wills, Org. Lett. 2003, 5, 4227-4230.
10. a) H.-U. Blaser, H.-P. Buser, H.-P. Jalett, B. Pugin, F. Spindler, Synlett 1999, 867-868;
11. b) Y. Chi, Y.-G. Zhou, X. Zhang J. Org. Chem. 2003, 68, 4120-4122.
12. R. Kadyrov, T. H. Riermeier, U. Dingerdissen, V. Tararov, A. Börner, J. Org. Chem. 2003, 68, 4067-4070.
13. R. Kadyrov, T. H. Riermeier, Angew. Chem. 2003, 115, 5630-5632; Angew. Chem. Int. Ed. 2003, 42, 5472-5474.
14. R. Kadyrov, T. H. Riermeier, Angew. Chem. 2003, 115, 5630-5632; Angew. Chem. Int. Ed. 2003, 42, 5472-5474.
15. V. I. Tararov, R. Kadyrov, T. H. Riermeier, J. Holz, A. Börner, Tetrahedron: Asymmetry 1999, 10, 4009-4015.
16. V. I. Tararov, R. Kadyrov, T. H. Riermeier, J. Holz, A. Börner, Tetrahedron Lett. 2000, 41, 2351-2355.
17. K. Angermund, W. Baumann, E. Dinjus, R. Fornika, H. Görls, M. Kessler, C. Krüger, W. Leitner, F. Lutz, Chem. Eur. J. 1997, 3, 755-764.
18. M. Tanaka, I. Ogata, Chem. Commun. 1975, 735-736.
19. H. B. Kagan, T.-P. Dang, J. Am. Chem. Soc. 1972, 94, 6429-6433.
20. U. Berens, D. Leckel, S. Oepen, J. Org. Chem. 1995, 60, 8204-8208.
21. R. Selke, M. Ohff, A. Riepe, Tetrahedron 1996, 52, 15079-15102.
22. R. Selke, H. Pracejus, J. Mol. Catal. 1986, 37, 213-225.
23. V. I. Tararov, R. Kadyrov, A. Monsees, T. H. Riermeier, A. Börner, Adv. Synth. Catal. 2003, 345, 239-245.