Iridium-catalyzed enantioselective hydrogenation of terminal alkenes

Advanced Synthesis and Catalysis

Volumn 347, Issue 2-3, 2005, Pages 282-288

  McIntyre, Steven ^a   Hörmann, Esther ^a   Menges, Frederik ^a   Smidt, Sebastian P ^a   Pfaltz, Andreas ^a  

^a UNIVERSITY OF BASEL   (Switzerland)

Author keywords

Alkenes; Asymmetric hydrogenation; Iridium; Oxazolines; P,N ligands

Indexed keywords

ALKENE; IRIDIUM COMPLEX; OXAZOLINE DERIVATIVE; PHOSPHINE DERIVATIVE; THREONINE;

ARTICLE; ASYMMETRIC SYNTHESIS; ATMOSPHERIC PRESSURE; CATALYSIS; CATALYST; CHEMICAL REACTION; CHIRALITY; ENANTIOSELECTIVITY; ENVIRONMENTAL TEMPERATURE; HYDROGENATION; LIGAND BINDING; REACTION ANALYSIS; ROOM TEMPERATURE; SUBSTITUTION REACTION;

EID: 15044366288     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200404256     Document Type: Article

References (24)

1. R. L. Haltermann, in: Comprehensive Asymmetric Catalysis, Vol. I, (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999, pp. 183-195.
2. A. Pfaltz, J. Blankenstein, R. Hilgraf, E. Hörmann, S. McIntyre, F. Menges, M. Schönleber, S. P. Smidt, B. Wüstenberg, N. Zimmermann, Adv. Synth. Catal. 2003, 345, 33-43.
3. J. M. Brown, in: Comprehensive Asymmetric Catalysis, Vol. I, (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999, pp. 121-182.
4. R. Noyori, Angew. Chem. 2002, 114, 2108-2123; Angew. Chem. Int. Ed. 2002, 41, 2008-2022.
5. R. Noyori, Angew. Chem. 2002, 114, 2108-2123; Angew. Chem. Int. Ed. 2002, 41, 2008-2022.
6. W. S. Knowles, Angew. Chem. 2002, 114, 2096-2107; Angew. Chem. Int. Ed. 2002, 41, 1998-2007.
7. W. S. Knowles, Angew. Chem. 2002, 114, 2096-2107; Angew. Chem. Int. Ed. 2002, 41, 1998-2007.
8. A. Lightfoot, P. Schnider, A. Pfaltz, Angew. Chem. 1998, 110, 3047-3050; Angew. Chem. Int. Ed. 1998, 37, 2897-2899.
9. A. Lightfoot, P. Schnider, A. Pfaltz, Angew. Chem. 1998, 110, 3047-3050; Angew. Chem. Int. Ed. 1998, 37, 2897-2899.
10. D. G. Blackmond, A. Lightfoot, A. Pfaltz, T. Rosner, P. Schnider, N. Zimmermann, Chirality 2000, 12, 442-449.
11. P. G. Cozzi, N. Zimmermann, R. Hilgraf, S. Schaffner, A. Pfaltz, Adv. Synth. Catal. 2001, 343, 450-454.
12. a) J. Blankenstein, A. Pfaltz, Angew. Chem. 2001, 40, 4577-4579; Angew. Chem. Int. Ed. 2001, 40, 4445-4447;
13. a) J. Blankenstein, A. Pfaltz, Angew. Chem. 2001, 40, 4577-4579; Angew. Chem. Int. Ed. 2001, 40, 4445-4447;
14. b) S. McIntyre, A. Pfaltz, unpublished results.
15. F. Menges, A. Pfaltz, Adv. Synth. Catal. 2002, 344, 40-44.
16. S. P. Smidt, F. Menges, A. Pfaltz, Org. Lett. 2004, 6, 2023-2026.
17. a) V. P. Conticello, L. Brard, M. A. Giardello, Y. Tsuji, M. Sabat, C. L. Stern, T. J. Marks, J. Am. Chem. Soc. 1992, 114, 2761-2762;
18. b) M. A. Giardello, V. P. Conticello, L. Brard, M. R. Gagné, T. J. Marks, J. Am. Chem. Soc. 1994, 116, 10241-10254.
19. G. S. Forman, T. Ohkuma, W. P. Hems, R. Noyori, Tetrahedron Lett. 2000, 41, 9471-9475.
20. S. P. Smidt, N. Zimmermann, M. Studer, A. Pfaltz, Chem. Eur. J. 2004, 10, 4685-4693.
21. For other examples of multi-substrate screening of this kind, see: a) H. B. Kagan, J. Organomet. Chem. 1998, 567, 3-6; b) X. Gao, H. B. Kagan, Chirality 1998, 10, 120-124.
22. For other examples of multi-substrate screening of this kind, see: a) H. B. Kagan, J. Organomet. Chem. 1998, 567, 3-6; b) X. Gao, H. B. Kagan, Chirality 1998, 10, 120-124.
23. D. L. J. Opdyke, Food Cosmet. Toxicol. 1975, 13, 545-553.
24. P. Wipf, S. Ribe, Org. Lett. 2000, 2, 1713-1716.