Catalytic Asymmetric Alkylation in Water in the Presence of Surfactants

Advanced Synthesis and Catalysis

Volumn 345, Issue 3, 2003, Pages 357-363

  Sinou, Denis ^a   Rabeyrin, Cedric ^a   Nguefack, Christelle ^a  

^a UNIVERSITÉ LYON 1   (France)

Author keywords

Allylic substitution; Asymmetric catalysis; Palladium; Surfactants; Water

Indexed keywords

ACETIC ACID DERIVATIVE; BASE; CARBONIC ACID DERIVATIVE; LIGAND; MALONIC ACID DERIVATIVE; PALLADIUM; PHOSPHINE DERIVATIVE; SURFACTANT; WATER;

ALKYLATION; ARTICLE; ASYMMETRIC CATALYSIS; CHIRALITY; ENANTIOSELECTIVITY; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMERISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 0242522395     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200390040     Document Type: Article

References (44)

1. B. Cornils, W. A. Herrmann, Applied Homogeneous Catalysis with Organometallic Compounds, VCH, Weinheim, 1996.
2. M. Beller, C. Bolm, Transition Metals for Organic Synthesis, VCH, Weinheim, 1998.
3. B. Cornils, W. A. Herrmann, Aqueous-Phase Organometallic Chemistry: Concepts and Applications, VCH, Weinheim, 1998.
4. G. Oehme, E. Paetzold, R. Selke, J. Mol. Catal. 1992, 71, L1-L5.
5. I. Grassert, E. Paetzold, G. Oehme, Tetrahedron 1993, 49, 6605-6612.
6. I. Grassert, V. Vill, G. Oehme, J. Mol. Catal. A: Chem. 1997, 116, 231-236.
7. I. Grassert, U. Schmidt, S. Ziegler, C. Fischer, G. Oehme, Tetrahedron: Asymmetry 1998, 9, 4193-4202.
8. G. Oehme, I. Grassert, S. Ziegler, R. Meisel, H. Fuhrmann, Catal. Today 1998, 42, 459-470.
9. [9] T. Dwars, U. Schmidt, C. Fischer, I. Grassert, R. Kempe, R. Fröhlich, K. Drauz, G. Oehme, Angew. Chem. 1998, 110, 3033-3035; Angew. Chem. Int. Ed. 1998, 37, 2851-2853.
10. T. Dwars, U. Schmidt, C. Fischer, I. Grassert, R. Kempe, R. Fröhlich, K. Drauz, G. Oehme, Angew. Chem. 1998, 110, 3033-3035; Angew. Chem. Int. Ed. 1998, 37, 2851-2853.
11. R. Selke, J. Holz, A. Riepe, A. Börner, Chem. Eur. J. 1998, 4, 769-771.
12. S. Trinkhaus, R. Kadyrov, R. Selke, J. Holz, L. Götze, A. Börner, J. Mol. Catal. A: Chem. 1999, 144, 15-26.
13. G. Oehme, I. Grassert, E. Paetzold, R. Meisel, K. Drexler; H. Fuhrmann, Coord. Chem. Rev. 1999, 185-186, 585-600.
14. F. Robert, G. Oehme, I. Grassert, D. Sinou, J. Mol. Catal. A: Chem. 2000, 156, 127-132.
15. T. Dwars, J. Haberland, I. Grassert, G. Oehme, U. Kragl, J. Mol. Catal. A: Chem. 2001, 168, 81-86.
16. [15] H. Ding, B. E. Hanson, J. Bakos, Angew. Chem. 1995, 107, 1728-1730; Angew. Chem. Int. Ed. 1995, 34, 1645-1647.
17. H. Ding, B. E. Hanson, J. Bakos, Angew. Chem. 1995, 107, 1728-1730; Angew. Chem. Int. Ed. 1995, 34, 1645-1647.
18. M. S. Goedheijt, B. E. Hanson, J. N. H. Reek, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. Am. Chem. Soc. 2000, 122, 1650-1657.
19. E. Paetzold, G. Oehme, J. Mol. Catal. A: Chem. 2000, 152, 69-76.
20. N. A. Bumagin, V. V. Bykov, L. I. Sukhomlinova, T. P. Tolstaya, I. P. Beletskaya, J. Organomet. Chem. 1995, 486, 259-262.
21. A. V. Cheparkov, N. V. Ponomareva, I. P. Beletskaya, J. Organomet. Chem. 1995, 486, 297-300.
22. D. Badone, M. Baroni, R. Cardamone, A. Ielmini, U. Guzzi, J. Org. Chem. 1997, 62, 7170-7173.
23. K. Manabe, Y. Mori, T. Wakabayashi, S. Nagayama, S. Kobayashi, J. Am. Chem. Soc. 2000, 122, 7202-7207.
24. J. Tsuji, Palladium Reagents and Catalysts, VCH, Weinheim, 1995.
25. B. M. Trost, D. L. Van Vranken, Chem. Rev. 1996, 96, 395-422.
26. Y. Uozumi, H. Danjo, T. Hayashi, Tetrahedron Lett. 1997, 38, 3557-3560.
27. Y. Uozumi, H. Danjo, T. Hayashi, Tetrahedron Lett. 1998, 39, 8303-8306.
28. Y. Uozumi, K. Shibatomi, J. Am. Chem. Soc. 2001, 123, 2919-2920.
29. C. Rabeyrin, C. Nguefack, D. Sinou, Tetrahedron Lett. 2000, 41, 7461-7464.
30. S. Kobayashi, W. W.-L Lam, K. Manabe, Tetrahedron Lett. 2000, 41, 6115-6118.
31. S. Tascioglu, Tetrahedron 1996, 52, 11113-11152.
32. B. M. Trost, R. C. Bunt, J. Am. Chem. Soc. 1994, 116, 4089-4090.
33. M. Ludwig, R. Kadyrov, H. Fiedler, K. Haage, R. Selke, Chem. Eur. J. 2001, 7, 3298-3309.
34. J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493-4506.
35. Y. Uozumi, H. Danjo, T. Hayashi, J. Org. Chem. 1999, 64, 3384-3388.
36. Y. Uozumi, T. Watanabe, J. Org. Chem. 1999, 64, 6921-6923.
37. Y. Uozumi, M. Nakazono, Adv. Synth. Catal. 2002, 344, 274-277.
38. D. E. Bergbreiter, Y.-S. Li, Tetrahedron Lett. 1997, 38, 3703-3706.
39. A. N. Ajjiou, H. Alper, J. Am. Chem. Soc. 1998, 120, 1466-1468.
40. H. N. Flach, I. Grassert, G. Oehme, Macromol. Chem. Phys. 1994, 195, 3289-3301.
41. H. Furhmann, I. Grassert, T. Schareina, G. Holzhuter, G. Oehme, Macromol. Chem. Phys. 2001, 202, 426-434.
42. E. Paetzold, G. Oehme, H. Fuhrmann, M. Richter, R. Eckelt, M.-M. Pohl, H. Kosslick, Microporous and Mesoporous Mater. 2001, 44-45, 517-522.
43. H. Kosslick, I. Monnich, E. Paetzold, H. Fuhrmann, R. Fricke, D. Muller, G. Oehme, Microporous and Mesoporous Mater. 2001, 44-45, 537-545.
44. P. R. Auburn, P. B. Mackenzie, B. Bosnich, J. Am. Chem. Soc. 1985, 107, 2033-2046.