Electrostatically immobilised BOX and PYBOX metal catalysts: application to ene reactions

Tetrahedron Letters

Volumn 50, Issue 9, 2009, Pages 979-982

  McDonagh, Chiara ^a   O'Leary, Patrick ^a  

^a NATIONAL UNIVERSITY OF IRELAND   (Ireland)

Author keywords

Bis(oxazoline); Bis(oxazolinyl)pyridine; Copper; Electrostatic immobilisation; Ene reaction; Molecular modelling; Scandium(III); Silica

Indexed keywords

ALKENE DERIVATIVE; CARBONYL DERIVATIVE; COPPER COMPLEX; METAL; SCANDIUM; SILICON DIOXIDE; TRIFLUOROMETHANESULFONIC ACID;

ARTICLE; CATALYST; CHEMICAL REACTION; ENANTIOSELECTIVITY; MOLECULAR MODEL;

EID: 58249131220     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.12.046     Document Type: Article

References (20)

1. Song C.E., and Lee S.-G. Chem. Rev. 102 (2002) 3495
2. Yang H., Zhang L., Su W., Yang Q., and Li C. J. Catal. 248 (2007) 204
3. Bogza M., Oeser T., and Blümel J. J. Organomet. Chem. 690 (2005) 3383
4. Rechavi D., and Lemaire M. Chem. Rev. 102 (2002) 3467
5. O'Leary P., Krosveld N.P., De Jong K.P., van Koten G., and Klein Gebbink R.J.M. Tetrahedron Lett. 45 (2004) 3177-3180
6. McDonagh C., O'Conghaile P., Klein Gebbink R.J.M., and O'Leary P. Tetrahedron Lett. 48 (2007) 4387
7. Evans D.A., Sweeney Z.K., Rovis T., and Tedrow J.S. J. Am. Chem. Soc. 123 (2001) 12095
8. Evans D.A., and Wu J. J. Am. Chem. Soc. 127 (2005) 8006
9. Mikami K., and Shimizu M. Chem. Rev. 92 (1992) 1021
10. Berrisford D.J., and Bolm C. Angew. Chem., Int. Ed. Engl. 34 (1995) 1717
11. Grachan M.L., Tudge M.T., and Jacobsen E.N. Angew. Chem., Int. Ed. 47 (2008) 1469
12. Mikami K., and Terrada M. In: Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds). Comprehensive Asymmetric Catalysis Vol. 3 (1999), Springer, Berlin Chapter 32.3
13. Nakagawa K., Okano T., Ozono K., Kato S., Kubodera N., Ohba S., Itoh Y., and Mikami K. J. Fluorine Chem. 128 (2007) 654
14. Muratake H., and Natsume M. Tetrahedron 62 (2006) 7056
15. Alcaide B., Pardo C., Rodriguez-Ranera C., and Rodriquez-Vicente A. Org. Lett. 3 (2001) 4205
16. Luo H.-K., Khim L.B., Schumann H., Lim C., Jie T.X., and Yang H.-Y. Adv. Synth. Catal. 349 (2007) 1781
17. Mikami K., Koizumi Y., Osawa A., Terada M., Takayama H., Nakagawa K., and Okano T. Synlett (1999) 1899
18. Thorhauge J., Roberson M., Hazell R.G., and Jørgensen K.A. Chem. Eur. J. 8 (2002) 1888
19. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.;Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; K. eith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A., gaussian 03, Revision D.01; Gaussian, Wallingford, CT, 2004.
20. Hlatky G. Chem. Rev. 100 (2000) 1347