Preparation of tricyclic imidazopyridines by asymmetric ketone hydrogenation in the presence of ruthenium phosphino-oxazoline catalyst

Tetrahedron Asymmetry

Volumn 18, Issue 20, 2007, Pages 2381-2385

  Palmer, Andreas M ^a   Nettekoven, Ulrike ^b  

^a Nycomed GmbH   (Germany)

^b SOLVIAS AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; BYK 311319; IMIDAZOPYRIDINE DERIVATIVE; KETONE DERIVATIVE; OXAZOLINE DERIVATIVE; PHOSPHORUS ACID DERIVATIVE; RUTHENIUM; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC SYNTHESIS; CATALYST; CHEMICAL STRUCTURE; COMPLEX FORMATION; ENANTIOSELECTIVITY; HYDROGENATION; PRIORITY JOURNAL; REDUCTION;

EID: 35548951254     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2007.10.013     Document Type: Article

References (24)

1. Modlin I.M., and Sachs G. Acid Related Diseases: Biology and Treatment (1998), Schnetztor, Konstanz
2. Heartburn, hiatal hernia, and gastroesophageal reflux disease (GERD); NIH No. 03-0882, June 2003; http://digestive.niddk.nih.gov/ddiseases/pubs/gerd/index.htm.
3. H. pylori and peptic ulcer; NIH No. 05-4225, October 2004; http://digestive.niddk.nih.gov/ddiseases/pubs/hpylori/index.htm.
4. Parsons M.E., and Keeling D.J. Expert Opin. Inv. Drug. 14 (2005) 411-421
5. Fass R., Shapiro M., Dekel R., and Sewell J. Aliment. Pharmacol. Therap. 22 (2005) 79-94
6. Vakil N. Aliment. Pharmacol. Therap. 19 (2004) 1041-1049
7. Andersson K., and Carlsson E. Pharmacol. Therap. 108 (2005) 294-307
8. Palmer, A. M.; Grobbel, B.; Jecke, C.; Brehm, C.; Zimmermann, P. J.; Buhr, W.; Feth, M. P.; Simon, W.-A.; Kromer, W. J. Med. Chem. 2007, 50, in press.
9. Buhr, W.; Chiesa, M. V.; Zimmermann, P. J.; Brehm, C.; Simon, W.-A.; Kromer, W.; Postius, S.; Palmer, A. Patent application WO 2005/058325.
10. Nakamura K., Yamanaka R., Matsuda T., and Harada T. Tetrahedron: Asymmetry 14 (2003) 2659-2681
11. Lipshutz B.H., Lower A., Kucejko R.J., and Noson K. Org. Lett. 8 (2006) 2969-2972
12. Riant O., Mostefai N., and Courmarcel J. Synthesis 18 (2004) 2943-2958
13. Brown H.C., Chandrasekharan J., and Ramachandran P.V. J. Am. Chem. Soc. 110 (1988) 1539-1546
14. Corey E.J., Bakshi R.K., and Shibata S. J. Am. Chem. Soc. 109 (1987) 5551-5553
15. Corey E.J., Bakshi R.K., Shibata S., Chen C.P., and Singh V.K. J. Am. Chem. Soc. 109 (1987) 7925-7926
16. Corey E.J., and Helal C.J. Angew. Chem., Int. Ed. 37 (1998) 1986-2012
17. Palmer M.J., and Wills M. Tetrahedron: Asymmetry 10 (1999) 2045-2061
18. Noyori R., Yamakawa M., and Hashiguchi S. J. Org. Chem. 66 (2001) 7931-7944
19. Noyori R., and Ohkuma T. Angew. Chem., Int. Ed. 40 (2001) 40-73
20. Sandoval C.A., Ohkuma T., Muñiz K., and Noyori R. J. Am. Chem. Soc. 125 (2003) 13490-13503
21. Zimmermann, P. J.; Brehm, C.; Chiesa, M. V.; Buhr, W.; Palmer, A.; Nettekoven, U. Patent application WO 2005/058894.
22. Naud, F. M.; Pittelkow, U. Patent application WO 2004/050585.
23. Naud F., Malan C., Spindler F., Ruggeberg C., Schmidt A.T., and Blaser H.-U. Adv. Synth. Catal. 348 (2006) 47-50
24. Naud F., Spindler F., Ruggeberg C.J., Schmidt A.T., and Blaser H.-U. Org. Proc. Res. Dev. 11 (2007) 519-523