Ruthenium-catalyzed selective hydrogenation for flavor and fragrance applications

Topics in Organometallic Chemistry

Volumn 42, Issue , 2012, Pages 47-64

  Dupau, Philippe ^a  

^a Email:   (Switzerland)

Author keywords

Diene; Flavor; Fragrance; Hydrogenation; Ketone; Ruthenium; Selectivity

Indexed keywords

EID: 84867072958     PISSN: 14366002     EISSN: None     Source Type: Book Series    
DOI: 10.1007/3418-2011-24     Document Type: Article

References (41)

1. Frankel EN, Selke E, Glass CA (1968) J Am Chem Soc 90:2446-2448
2. Heinen J, Drießen-H€olscher B (1998) J Organomet Chem 570:141
3. Steines S, Englert U, Drießen-H€olscher B (2000) J Chem Soc Chem Commun 217-218
4. Dupau P, Bonomo L (2008) PCT Int. Appl. WO 2008120175 A1 (Firmenich SA)
5. Fehr C, Magpantay I, Vuagnoux M, Dupau P (2011) Chem Eur J 17:1257-1260
6. Ohkuma T, Ooka H, Hashiguchi S, Ikariya T, Noyori R (1995) J Am Chem Soc 117 2675-2676
7. Okhuma T, Koizumi M, Doucet H, Pham T, Kozawa M, Murata K, Katayama E, Yokozawa T, Ikariya T, Noyori R (1998) J Am Chem Soc 120:13529-13530
8. Cao P, Zhang X (1999) J Org Chem 64:2127-2129
9. Okhuma T, Koizumi M, Ikehira H, Yokozawa T, Noyori R (2000) Org Lett 2:659-662
10. Ohkuma T, Koizumi M, Yoshida M, Noyori R (2000) Org Lett 2:1749-1751
11. Ohkuma T, Ishii D, Takeno H, Noyori R (2000) R J Am Chem Soc 122:6510
12. Burk MJ, Hems W, Herzberg D, Malan C, Zanotti-Gerosa A (2000) Org Lett 2:4173-4176
13. Xie J-H, Wang L-X, Fu Y, Zhu S-F, Fan B-M, Duan H-F, Zhou Q-L (2003) J Am Chem Soc :4404
14. Wu J, Chen H, Kwok W, Guo R, Zhou Z, Yeung C, Chan ASC (2002) J Org Chem 67 7908-7910
15. Henschke JP, Burk MJ, Malan C, Herzberg D, Peterson J, Wildsmith A, Cobley C, Casy G Adv Synth Catal 345:300-307
16. Henschke JP, Zanotti-Gerosa A, Moran P, Harrison P, Mullen B, Casy G, Lennon IC (2003) Tetrahedron Lett 44:4379-4383
17. Li W, Sun X, Zhou L, Hou G, Yu S, Zhang X (2009) J Org Chem 74:1397-1399
18. Noyori R (2002) Angew Chem Int Ed 41:2008-2022
19. Doucet H, Ohkuma T, Murata K, Yokozawa T, Kozawa M, Katayama E, England AF, Ikariya T, Noyori R (1998) Angew Chem Int Ed 37:1703-1707
20. Jenck J, Germain J-E (1980) J Catal 65:133-140
21. Noyori R, Mikami K, Ohkuma T, Terada M, Doucet H, Pham Thi Mai Trang C, Korenaga T, Ito M, Sayou N (1999) Eur Patent Appl. EP 901997 A1 (Takasago Perfumery)
22. Malan CG, Zanotti-Gerosa A, Henschke JP (2003) PCT Int. Appl. WO 2003048173 A1 (Chirotech Technology Ltd)
23. Tucker CE, Jiang Q (2003) U.S. Patent Appl. US 20030181318 A1(DSM NV).
24. Rautenstrauch V, Challand R, Churlaud R, Morris RH, Abdur-Rashid K, Brazi E, Mimoun H (2002) PCT Int. Appl. WO 2002022526 A2 (Firmenich SA)
25. Rautenstrauch V, Churlaud R, Morris RH, Abdur-Rashid K (2002) PCT Int. Appl. WO A1 (Firmenich SA)
26. Brummond KM, McCabe JM (2005) Synlett 16:2457-2460
27. Dupau P, Bonomo L (2008) PCT Int. Appl. WO 2008120174 A1 (Innovaroma SA)
28. Bouachir F, Chaudret B, Dahan F, Agbossou F, Tkatchenko I (1991) Organometallics :455-462
29. Mimoun H (1999) J Org Chem 64:2582-2589
30. H. Mimoun (1999) PCT Int. Appl. 9950211 A1 (Firmenich SA)
31. Saudan L, Dupau P, Riedhauser J-J, Wyss Patrick P (2006) PCT Int. Appl. WO2006106483A1 (Firmenich SA)
32. L. Saudan, P. Dupau, J.-J. Riedhauser, P: Wyss Patrick, PCT Int. Appl. WO2006106484A1 (Firmenich SA)
33. Sandoval CA, Ohkuma T, Muniz K, Noyori R (2003) J Am Chem Soc 125:13490-13503
34. Hartmann R, Chen P (2001) Angew Chem Int Ed 40:3581-3585
35. Abdur-Rashid K, Clapham SE, Hadzovic A, Harvey JN, Lough AJ, Morris RH (2002) J Am Chem Soc 124:15104-15118
36. Fehr C, Vuagnoux M (2009) PCT Int. Appl. WO 2009141781 A1 (Firmenich SA)
37. Kraft P, Bajgrowicz JA, Denis C, Fr€ater G (2000) Angew Chem Int Ed 39:2980-3010
38. Christian C, Gautier A, Blanc P-A (1995) Eur. Pat. Appl. EP 643958 A2 (Firmenich SA)
39. Chapuis C (2004) Chem Biodivers 1:980-102
40. Schulte-Elte K-H, Pamingle H, Vial C (1998) Eur. Pat. Appl. EP 882697 A1 (Firmenich SA)
41. Yamakawa M, Ito H, Noyori R (2000) J Am Chem Soc 122:1466-1478