Oxygen and osmium - A new alliance for dihydroxylations?

Angewandte Chemie - International Edition

Volumn 39, Issue 2, 2000, Pages 334-335

  Wirth, Thomas ^a  

^a UNIVERSITY OF BASEL   (Switzerland)

Author keywords

Dihydroxylations; Homogeneous catalysis; Osmium; Oxidations; Oxygen

Indexed keywords

OSMIUM; OXIDIZING AGENT; OXYGEN;

AIR; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; HYDROXYLATION; OXIDATION; REACTION ANALYSIS; SHORT SURVEY;

EID: 0034677107     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000117)39:2<334::AID-ANIE334>3.0.CO;2-5     Document Type: Short Survey

References (29)

1. Active Oxygen in Biochemistry (Eds.: J. S. Valentine, C. S. Foote, A. Greenberg, J. F. Liebman), Blackie, London, 1995.
2. The Activation of Dioxygen and Homogeneous Catalytic Oxidation (Eds.: D. H. R. Barton, A. E. Martell, D. T. Sawyer), Plenum, New York, 1993; M. Akita, Y. Moro-oka, Catal. Today 1998, 44, 183-188; Y. Moro-oka, Catal. Today 1998, 45, 3-12.
3. The Activation of Dioxygen and Homogeneous Catalytic Oxidation (Eds.: D. H. R. Barton, A. E. Martell, D. T. Sawyer), Plenum, New York, 1993; M. Akita, Y. Moro-oka, Catal. Today 1998, 44, 183-188; Y. Moro-oka, Catal. Today 1998, 45, 3-12.
4. The Activation of Dioxygen and Homogeneous Catalytic Oxidation (Eds.: D. H. R. Barton, A. E. Martell, D. T. Sawyer), Plenum, New York, 1993; M. Akita, Y. Moro-oka, Catal. Today 1998, 44, 183-188; Y. Moro-oka, Catal. Today 1998, 45, 3-12.
5. Functionalizations of alkenes with oxygen are possible also without any metal catalyst: T. Iwahama, S. Sakaguchi, Y. Ishii, Chem. Commun. 1999, 727-728, and references therein.
6. H. C. Kolb, M. S. VanNieuwenhze, K. B. Sharpless, Chem. Rev. 1994, 94, 2483-2547.
7. A. J. DelMonte, J. Haller, K. N. Houk, K. B. Sharpless, D. A. Singleton, T. Strassner, A. A. Thomas, J. Am. Chem. Soc. 1997, 119, 9907-9908; P. Norrby, T. Rasmussen, J. Haller, T. Strassner, K. N. Houk, J. Am. Chem. Soc. 1999, 121, 10 186-10 192.
8. A. J. DelMonte, J. Haller, K. N. Houk, K. B. Sharpless, D. A. Singleton, T. Strassner, A. A. Thomas, J. Am. Chem. Soc. 1997, 119, 9907- 9908; P. Norrby, T. Rasmussen, J. Haller, T. Strassner, K. N. Houk, J. Am. Chem. Soc. 1999, 121, 10 186-10 192.
9. J. S. M. Wai, I. Markó, J. S. Svendsen, M. G. Finn, E. N. Jacobsen, K. B. Sharpless, J. Am. Chem. Soc. 1989, 111, 1123-1125; S. Torii, P. Liu, N. Bhuvaneswari, C. Amatore, A. Jutand, J. Org. Chem. 1996, 61, 3055- 3060.
10. J. S. M. Wai, I. Markó, J. S. Svendsen, M. G. Finn, E. N. Jacobsen, K. B. Sharpless, J. Am. Chem. Soc. 1989, 111, 1123-1125; S. Torii, P. Liu, N. Bhuvaneswari, C. Amatore, A. Jutand, J. Org. Chem. 1996, 61, 3055-3060.
11. J. Périchon, S. Palous, R. Buvet, Bull. Soc. Chim. Fr. 1963, 982-988.
12. J. F. Cairns, H. L. Roberts, J. Chem. Soc. C 1968, 640-642; Celanese Corp., GB-B 1028940, 1966 [Chem. Abstr. 1966, 65, 3064f].
13. J. F. Cairns, H. L. Roberts, J. Chem. Soc. C 1968, 640-642; Celanese Corp., GB-B 1028940, 1966 [Chem. Abstr. 1966, 65, 3064f].
14. M. A. Esteruelas, E. Sola, L. A. Oro, U. Meyer, H. Werner, Angew. Chem. 1988, 100, 1621-1622; Angew. Chem. Int. Ed. Engl. 1988, 27, 1563-1564; A. Mezzetti, E. Zangrando, A. Del Zotto, P. Rigo, J. Chem. Soc. Chem. Commun. 1994, 1597-1598.
15. M. A. Esteruelas, E. Sola, L. A. Oro, U. Meyer, H. Werner, Angew. Chem. 1988, 100, 1621-1622; Angew. Chem. Int. Ed. Engl. 1988, 27, 1563-1564; A. Mezzetti, E. Zangrando, A. Del Zotto, P. Rigo, J. Chem. Soc. Chem. Commun. 1994, 1597-1598.
16. M. A. Esteruelas, E. Sola, L. A. Oro, U. Meyer, H. Werner, Angew. Chem. 1988, 100, 1621-1622; Angew. Chem. Int. Ed. Engl. 1988, 27, 1563-1564; A. Mezzetti, E. Zangrando, A. Del Zotto, P. Rigo, J. Chem. Soc. Chem. Commun. 1994, 1597-1598.
17. T. Y. Bartucz, A. Golombek, A. J. Lough, P. A. Maltby, R. H. Morris, R. Ramachandran, M. Schlaf, Inorg. Chem. 1998, 37, 1555-1562; P. Barthazy, M. Wörle, A. Mezzetti, J. Am. Chem. Soc. 1999, 121, 480- 481, and references therein.
18. T. Y. Bartucz, A. Golombek, A. J. Lough, P. A. Maltby, R. H. Morris, R. Ramachandran, M. Schlaf, Inorg. Chem. 1998, 37, 1555-1562; P. Barthazy, M. Wörle, A. Mezzetti, J. Am. Chem. Soc. 1999, 121, 480-481, and references therein.
19. A. Krief, C. Colaux-Castillo, Tetrahedron Lett. 1999, 40, 4189-4192.
20. L. Hevesi, A. Krief, Angew. Chem. 1976, 88, 413; Angew. Chem. Int. Ed. Engl. 1976, 15, 381.
21. L. Hevesi, A. Krief, Angew. Chem. 1976, 88, 413; Angew. Chem. Int. Ed. Engl. 1976, 15, 381.
22. K. B. Sharpless, W. Amberg, Y. L. Bennani, G. A. Crispino, J. Hartung, K. Jeong, H. Kwong, K. Morikawa, Z. Wang, D. Xu, X. Zhang, J. Org. Chem. 1992, 57, 2768-2771.
23. C. Döbler, G. Mehltretter, M. Beller, Angew. Chem. 1999, 111, 3211-3212; Angew. Chem. Int. Ed. 1999, 38, 3026-3028.
24. C. Döbler, G. Mehltretter, M. Beller, Angew. Chem. 1999, 111, 3211- 3212; Angew. Chem. Int. Ed. 1999, 38, 3026-3028.
25. D. J. Berristord, C. Bolm, K. B. Sharpless, Angew. Chem. 1995, 107, 1159-1171; Angew. Chem. Int. Ed. Engl. 1995, 34, 1059-1070.
26. D. J. Berristord, C. Bolm, K. B. Sharpless, Angew. Chem. 1995, 107, 1159-1171; Angew. Chem. Int. Ed. Engl. 1995, 34, 1059-1070.
27. C. Döbler, M. Beller, personal communication.
28. A. Krief, personal communication.
29. J. T. Groves, R. Quinn, J. Am. Chem. Soc. 1985, 107, 5790-5792.