Acceleration of enantioselective hydrogenation of olefins over Pd/C by cinchonidine as a chiral modifier. Comparison with cinchonine, pseudoenantiomer

Chemistry Letters

Volumn 39, Issue 3, 2010, Pages 232-233

  Sugimura, Takashi ^a   Ogawa, Hiroyuki ^a  

^a UNIVERSITY OF HYOGO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77249109315     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.2010.232     Document Type: Article

References (23)

1. Chiral Reagents for Asymmetric Synthesis, ed. by L. A. Paquette, Wiley, Chichester, 2003.
2. D. Y. Murzin, P. Mäki-Arvela, E. Toukoniitty, T. Salmi, Catal. Rev. 2005, 47, 175;
3. E. Klabunovskii, G. V. Smith, A. Zsigmond, Heterogeneous Enantioselective Hydrogenation, Springer, Dordrecht, 2006, Chapters 4 and 5;
4. M. Heitbaum, F. Glorius, I. Escher, Angew. Chem., Int. Ed. 2006, 45, 4732;
5. T. Mallat, E. Orglmeister, A. Baiker, Chem. Rev. 2007, 107, 4863;
6. T. Sugimura, in Handbook of Asymmetric Heterogeneous Catalysis, ed. by K. Ding, Y. Uozumi, Wiley-VCH, Verlagsgesellschaft, 2008.
7. J. R. G. Perez, J. Malthête, J. Jacques, C. R. Acad. Sci. Paris, Ser. II 1985, 300, 169;
8. Y. Nitta, A. Shibata, Chem. Lett. 1998, 161;
9. W.-R. Huck, T. Bürgi, T. Mallat, A. Baiker, J. Catal. 2003, 219, 41;
10. N. J. Colston, R. P. K. Wells, P. B. Wells, G. J. Hutchings, Catal. Lett. 2005, 103, 117;
11. G. Szöllösi, B. Hermán, F. Fülöp, M. Bartók, React. Kinet. Catal. Lett. 2006, 88, 391.
12. W.-R. Huck, T. Mallat, A. Baiker, Catal. Lett. 2002, 80, 87;
13. W.-R. Huck, T. Mallat, A. Baiker, Catal. Lett. 2003, 87, 241.
14. The ligand acceleration is known in the CD-modified Pt-catalyzed hydrogenation of ketones. M. Garland, H.-U. Blaser, J. Am. Chem. Soc. 1990, 112, 7048;
15. H.-U. Blaser, H.-P. Jalett, M. Garland, M. Studer, H. Thies, A. Wirth-Tijani, J. Catal. 1998, 173, 282.
16. Y. Nitta, J. Watanabe, T. Okuyama, T. Sugimura, J. Catal. 2005, 236, 164;
17. T. Sugimura, T. Uchida, J. Watanabe, T. Kubota, Y. Okamoto, T. Misaki, T. Okuyama, J. Catal. 2009, 262, 57.
18. 2).
19. 2. Y. Nitta, K. Kobiro, Chem. Lett. 1996, 897;
20. T. Kubota, H. Kubota, T. Kubota, E. Moriyasu, T. Uchida, Y. Nitta, T. Sugimura, Y. Okamoto, Catal. Lett. 2009, 129, 387.
21. T. Tarnai, A. Tungler, T. Máthé, J. Petró, R. A. Sheldon, G. Tóth, J. Mol. Catal. A: Chem. 1995, 102, 41.
22. -1).
23. Supporting Information is available electronically on the CSJJournal Web site, http://www.csj.jp/journals/chem-lett/index.html.