Efficient method for the reduction of carbonyl compounds by triethylsilane catalyzed by PdCl2

Journal of Organometallic Chemistry

Volumn 693, Issue 24, 2008, Pages 3567-3570

  Mirza Aghayan, Maryam ^a   Boukherroub, Rabah ^b   Rahimifard, Mahshid ^a  

^a CHEMISTRY AND CHEMICAL ENGINEERING RESEARCH CENTER OF IRAN   (Iran)

^b UNIV LILLE   (France)

Author keywords

Aldehydes; Ketones; Palladium(II) chloride; Reduction; Triethylsilane

Indexed keywords

ALDEHYDES; CARBONYLATION; HYDROCARBONS; KETONES; PALLADIUM; PALLADIUM COMPOUNDS; PARAFFINS;

AROMATIC CARBONYLS; CARBONYL COMPOUNDS; EFFICIENT METHODS; HIGH YIELDS; MILD CONDITIONS; PALLADIUM CHLORIDES; PALLADIUM(II) CHLORIDE; TRIETHYLSILANE;

ORGANIC COMPOUNDS;

EID: 54349125510     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2008.09.005     Document Type: Article

References (41)

1. Blaser H.U., Malan C., Pugin B., Spindler F., Steiner H., and Studer M. Adv. Synth. Catal. 345 (2003) 103
2. Noyori R., Kitamura M., and Ohkuma T. Proc. Natl. Acad. Sci. USA 101 (2004) 5356
3. Hudlicky M. Reductions in Organic Chemistry (1984), Ellis Horwood Limited, Chichester, England
4. Brieger G.B., and Nestrick T.J. Chem. Rev. (1974) 567
5. Jonstone R.A.W., Wilby A.H., and Entwistle I.D. Chem. Rev. 85 (1985) 129
6. Wang G.-Z., and Bäckvall J.E. J. Chem. Soc. Chem. Commun. (1992) 980
7. Yu H., Kang R., and Ou Y. Chin. J. Org. Chem. 20 (2000) 441
8. Lee H., and An M. Tetrahedron Lett. 44 (2003) 2775
9. Carthy M., and Guiry P.J. Tetrahedron 57 (2001) 3809
10. Ram S., and Ehrenkaufer R.E. Synthesis (1988) 91
11. Balezewski P., and Joule J.A. Synth. Commun. 20 (1990) 2815
12. Chen F.E., Zhang H., Yuan W., and Zhang W.W. Synth. Commun. 21 (1991) 107
13. Bieg T., and Szeja W. Carbohydrate Res. 205 (1990) 90
14. Beaupere D., Boutbaiba I., Wadouachi A., Frenchou C., Demailly G., and Uzan R. New. J. Chem. 16 (1992) 405
15. Botta M., Summa V., Saladino R., and Nicoletti R. Synth. Commun. 21 (1991) 2181
16. Kabalka G.W., Pace R.D., and Wadgaonkar P.P. Synth. Commun. 20 (1990) 2453
17. Rao H.S.P., and Reddy S. Tetrahedron Lett. 35 (1994) 171
18. Alonso F., Riente P., and Yus M. Tetrahedron 64 (2008) 1847
19. Alonso F., Riente P., and Yus M. Tetrahedron Lett. 49 (2008) 1339
20. Tamami B., and Mahdavi H. Tetrahedron 59 (2003) 821
21. Gamez P., Fache F., and Lemarie M. Tetrahedron Asymm. 16 (2005) 747
22. Cederbaum F., Lamberth C., Malan C., Naud F., Spindler F., Studer M., and Blaser H.U. Adv. Synth. Catal. 346 (2004) 842
23. Chatgilialoglu C., Ferreri C., and Lucarini M. J. Org. Chem. 58 (1993) 249
24. Larson G.L. In: Patai S., and Rappoport Z. (Eds). The Chemistry of Organic Silicon Compounds Vol. 1 (1989), Wiley, Chichester, UK (Chapter 11)
25. Marciniec B. Comprehensive Handbook on Hydrosilylation (1992), Pergamon Press, Oxford
26. Reichl J.A., and Berry D.H. Recent Progress in Transition Metal-Catalyzed Reaction on Silicon, Germanium and Tin (1999), Academic Press
27. Keinan E., and Greenspoon N. J. Am. Chem. Soc. 108 (1986) 7314
28. Birkofer L., Bierwirth E., and Ritter A. Chem. Ber. 94 (1961) 821
29. Pettit G.R., Smith R.L., Das Gupta A.K., and Occolowitz J.L. Can. J. Chem. 45 (1966) 501
30. Sommer L.H., and Lyons J.E. J. Am. Chem. Soc. 89 (1967) 1521
31. Sommer L.H., and Lyons J.E. J. Am. Chem. Soc. 91 (1969) 7061
32. Ojima I., and Kogure T.Y. Nagai, Tetrahedron Lett. (1973) 2475
33. Citron J.D., Lyons J.E., and Sommer L.H. J. Org. Chem. 34 (1969) 638
34. Kunai A., Sakurai T., Toyoda E., Ishikawa M., and Yamamoto Y. Organometallics 13 (1994) 3233
35. Boukherroub R., Chatgilialoglu C., and Manuel G. Organometallics 15 (1996) 1508
36. Ferreri C., Costantino C., Chatgilialoglu C., Boukherroub R., and Manuel G. J. Organomet. Chem. 554 (1998) 135
37. Mirza-Aghayan M., Boukherroub R., Bolourtchian M., Tabar-Hydar K., and Hoseini M. J. Organomet. Chem. 678 (2003) 1
38. Mirza-Aghayan M., Boukherroub R., Bolourtchian M., and Hoseini M. Tetrahedron Lett. 44 (2003) 4579
39. Mirza-Aghayan M., Boukherroub R., and Bolourtchian M. Appl. Organomet. Chem. 20 (2006) 214
40. Mirza-Aghayan M., Boukherroub R., and Bolourtchian M. J. Organomet. Chem. 690 (2005) 2372
41. Mirza-Aghayan M., Boukherroub R., Bolourtchian M., and Rahimifard M. J. Organomet. Chem. 692 (2007) 5113