Chemoselective Reduction of Complex α,β-Unsaturated Ketones to Allylic Alcohols over Ir-Metal Particles on β Zeolites

Angewandte Chemie - International Edition

Volumn 42, Issue 43, 2003, Pages 5333-5336

  De Bruyn, Mario ^a   Coman, Simona ^b   Bota, Roxana ^b   Parvulescu, Vasile I ^b   De Vos, Dirk E ^a   Jacobs, Pierre A ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

^b UNIVERSITY OF BUCHAREST   (Romania)

Author keywords

Allylic alcohols; Heterogeneous catalysis; Hydrogenation; Iridium; Zeolites

Indexed keywords

ALCOHOLS; ALDEHYDES; CATALYST ACTIVITY; COMPLEXATION; HYDROGENATION; SUBSTRATES; ZEOLITES;

CHEMOSELECTIVE HYDROGENATION;

KETONES;

ALCOHOL; IRIDIUM; KETONE DERIVATIVE; ZEOLITE;

ACIDITY; ALCOHOL OXIDATION; ARTICLE; CATALYST; CHEMOSENSITIVITY; COMPLEX FORMATION; REDUCTION;

ALDEHYDES; ALLYL COMPOUNDS; CATALYSIS; CHOLESTENONES; HYDROGENATION; IRIDIUM; KETONES; NORISOPRENOIDS; OXIDATION-REDUCTION; PROPANOLS; TESTOSTERONE; ZEOLITES;

EID: 0344875946     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200352275     Document Type: Article

References (20)

1. K. Bauer, D. Garbe, H. Surburg, Common Fragrance and Flavor Materials, Wiley-VCH, Weinheim, 1997.
2. Ullmann's Encyclopedia of Technical Chemistry, 6th edition, electronic release, Wiley-VCH, 2000.
3. P. Gallezot in Handbook of Heterogeneous Catalysis, Vol. 5 (Eds.: G. Ertl, H. Knözinger, J. Weitkamp), VCH, Weinheim, 1997, pp. 2209-2221.
4. P. Reyes, M. C. Aguirre, I. Melian-Cabrera, M. Lopez-Granados, J. L. G. Fierro, J. Catal. 2002, 208, 229.
5. D. G. Blackmond, R. Oukaci, B. Blanc, P. Gallezot, J. Catal. 1991, 131, 401.
6. J.-L. Luche, L. Rodriguez-Hahn, P. Crabbé, J. Chem. Soc. Chem. Commun. 1978, 601.
7. T. Ohkuma, H. Ikehira, T. Ikariya, R. Noyori, Synlett 1997, 467.
8. M. von Arx, T. Mallat, A. Baiker, J. Mol. Catal. A 1999, 148, 275.
9. C. Milone, R. Ingoglia, M. L. Tropeano, G. Neri, S. Galvagno, Chem. Commun. 2003, 868.
10. A. Corma, A. Martinez, V. Martinez-Soria, J. Catal. 1997, 169, 480.
11. R. C. Cambie, P. S. Rutledge, D. W. Scott, P. D. Woodgate, Aust. J. Chem. 1979, 32, 695.
12. A. S. Campos Neves, M. L. Melo, M. J. Moreno, E. J. Tavares da Silva, J. A. R. Salvador, S. P. da Costa, R. M. Martins, Tetrahedron 1999, 55, 3255.
13. W. Pickenhagen, D. Schatkowski, DE 10038544, 2002 [Chem. Abstr. 2002, 136, 134933].
14. For the relevance of allylic alcohols derived from a) steroidal enones, see: S. Ring, G. Teichmüller, G. Weber, S. Schwarz, B. Erhart, B. Undeutsch, H. Raethe, P. Möllmann, C. Pfeiffer, H.-J. Palme, US 5831104, 1998 [Chem. Abstr. 1995, 123, 33509]; G. Humphrey, R. A. Miller, US 5696266, 1997 [Chem. Abstr. 1998, 128, 75585];
15. For the relevance of allylic alcohols derived from a) steroidal enones, see: S. Ring, G. Teichmüller, G. Weber, S. Schwarz, B. Erhart, B. Undeutsch, H. Raethe, P. Möllmann, C. Pfeiffer, H.-J. Palme, US 5831104, 1998 [Chem. Abstr. 1995, 123, 33509]; G. Humphrey, R. A. Miller, US 5696266, 1997 [Chem. Abstr. 1998, 128, 75585];
16. b) isolongifolenone, see reference [13];
17. c) prostaglandin precursors, see: M. Ohtani, T. Matsuura, Y. Hamada, I. Hamada, T. Sakata, K. Takahashi, M. Kishi, US 5585501, 1996 [Chem. Abstr. 1993, 119, 249777]. A. Gutman, G. Nisnevich, M. Etinger, I. Zaltzman, L. Yudovich, B. Pertsikov, WO PCT 01/55101, 2001 [Chem. Abstr. 2001,135,152659];
18. c) prostaglandin precursors, see: M. Ohtani, T. Matsuura, Y. Hamada, I. Hamada, T. Sakata, K. Takahashi, M. Kishi, US 5585501, 1996 [Chem. Abstr. 1993, 119, 249777]. A. Gutman, G. Nisnevich, M. Etinger, I. Zaltzman, L. Yudovich, B. Pertsikov, WO PCT 01/55101, 2001 [Chem. Abstr. 2001,135,152659];
19. d) ionones, see: W. Kuhn, H. Surburg, US Appl. 2002/0082457, 2002 [Chem. Abstr. 2002, 137, 33431].
20. http://www.iza-structure.org/