A novel planar chiral N-heterocyclic carbene-oxazoline ligand for the asymmetric hydrosilylation of ketones

Catalysis Communications

Volumn 10, Issue 11, 2009, Pages 1493-1496

  Kuang, Yongqing ^a   Sun, Xiaoli ^b   Chen, Hui ^b   Liu, Peng ^b   Jiang, Ru ^b  

^a HUNAN UNIVERSITY   (China)

^b FOURTH MILITARY MEDICAL UNIVERSITY   (China)

Author keywords

Asymmetric hydrosilylation; Chiral N heterocyclic carbene; Ferrocene; Ketone; Oxazoline

Indexed keywords

ASYMMETRIC HYDROSILYLATION; CATALYTIC ACTIVITY; CHIRAL N-HETEROCYCLIC CARBENE; FERROCENE; OXAZOLINE; OXAZOLINE LIGANDS;

ENANTIOSELECTIVITY; HYDROSILYLATION; IRON COMPOUNDS; KETONES; LIGANDS; NITROGEN COMPOUNDS; RHODIUM;

CHELATION;

EID: 67349254721     PISSN: 15667367     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.catcom.2009.03.027     Document Type: Article

References (31)

1. Ojima I., Nihonyanagi M., and Nagai Y. J. Chem. Soc. Chem. Commun. (1972) 938a
2. Dumont W., Poulin J.C., Dang T.P., and Kagan H.B. J. Am. Chem. Soc. 95 (1973) 8295-8299
3. Brunner H., Becker R., and Riepl G. Organometallics 3 (1984) 1354-1359
4. Nishiyama H., and Itoh K. In: Ojima I. (Ed). Catalytic Asymmetric Synthesis. second ed. (2000), Wiley-VCH 111-143
5. Jacobsen E.N., Pfaltz A., and Yamamoto H. Comprehensive Asymmetric Catalysis vol. 1 (1999), Springer, Berlin
6. Riant O., and Mostefai N. J. Courmarcel Synth. (2004) 2943-2958
7. Díez-González S., and Nolan S.P. Org. Proc. Pre. Int. 39 (2007) 523-561
8. Yao S., Meng J.C., Siuzdak G., and Finn M.G. J. Org. Chem. 68 (2003) 2540-2546
9. Hu X., Chen H., Dai H., and Zheng Z. Tetrahedron Asymmetry 14 (2003) 3415-3421
10. Hayashi T., Hayashi C., and Uozumi Y. Tetrahedron Asymmetry 6 (1995) 2503-2506
11. Tao B., and Fu G.C. Angew. Chem. Int. Ed. 41 (2002) 3892-3894
12. Nishibayashi Y., Segawa K., Ohe K., and Uemura S. Organometallics 14 (1995) 5486-5487
13. Newman L.M., and Williams J.M.J. Tetrahedron Asymmetry 7 (1996) 1597-1598
14. Langer T., Janssen J., and Helmchen G. Tetrahedron Asymmetry 7 (1996) 1599-1602
15. Sudo A., Yoshida H., and Saigo K. Tetrahedron Asymmetry 8 (1997) 3205-3208
16. Coyne A.G., and Guiry P.J. Tetrahedron Lett. 48 (2007) 747-750
17. Herrmann W.A. Angew. Chem. Int. Ed. 41 (2002) 1290-1309
18. César V., Bellemin-Laponnaz S., and Gade L.H. Chem. Soc. Rev. 33 (2004) 619-636
19. Herrmann W.A., Goossen L.J., Köcher C., and Artus G.R.J. Angew. Chem. Int. Ed. 35 (1996) 2805-2807
20. Chen T., Liu X.G., and Shi M. Tetrahedron 63 (2007) 4874-4880
21. Faller J.W., and Fontaine P.P. Organometallics 25 (2006) 5887-5893
22. Gade L.H., and Bellemin-Laponnaz S. Coord. Chem. Rev. 251 (2007) 718-725
23. Herrmann W.A., Goossen L.J., and Spiegler M. Organometallics 17 (1998) 2162-2168
24. Gade L.H., César V., and Bellemin-Laponnaz S. Angew. Chem. Int. Ed. 43 (2004) 1014
25. Cesar V., Bellemin-Laponnaz S., Wadepohl H., and Gade L.H. Chem. Eur. J. 11 (2005) 2862-2873
26. Yuan Y., Raabe G., and Bolm C. J. Organomet. Chem. 690 (2005) 5747-5752
27. Richard C.J., and Mulvaney A.W. Tetrahedron Asymmetry 7 (1996) 1419-1430
28. Kuwano R., Uemura T., Saitohb M., and Itob Y. Tetrahedron Asymmetry 15 (2004) 2263-2271
29. Bolm C., Fernandez K., Seger A., Raabe G., and Gunther K. J. Org. Chem. 63 (1998) 7860-7867
30. Herrmann W.A., Baskakov D., Herdtweck E., Hoffmann S.D., Bunlaksananusorn T., Rampf F., and Rodefeld L. Organometallics 25 (2006) 2449-2456
31. S (min) = 17.5 (major).