Enantioselective Friedel-Crafts alkylations catalysed by well-defined iridium and rhodium half-sandwich complexes

Tetrahedron Asymmetry

Volumn 22, Issue 8, 2011, Pages 893-906

  Carmona, Daniel ^a   Lamata, María Pilar ^a   Sánchez, Antonio ^a   Viguri, Fernando ^a   Oro, Luis A ^a  

^a CSIC   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALKENE; ALPHA BETA UNSATURATED ALDEHYDE; AROMATIC COMPOUND; BENZENE DERIVATIVE; ELECTROPHILE; IRIDIUM; NITROALKENE; NITROSTYRENE; PHLOROGLUCINOL TRIMETHYL ETHER; RHODIUM; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CATALYSIS; COMPLEX FORMATION; ENANTIOSELECTIVITY; FRIEDEL CRAFTS REACTION; PRIORITY JOURNAL;

EID: 79960030670     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2011.05.003     Document Type: Article

References (48)

1. K.A. Jørgensen Synthesis 2003 1117 1125
2. M. Bandini, A. Melloni, and A. Umani-Ronchi Angew. Chem., Int. Ed. 43 2004 550 556
3. M. Bandini, A. Melloni, S. Tommasi, and A. Umani-Ronchi Synlett 2005 1199 1222
4. M. Bandini, A. Eichholzer, and A. Umani-Ronchi Mini-Rev. Org. Chem. 4 2007 115 124
5. T.B. Poulsen, and K.A. Jørgensen Chem. Rev. 108 2008 2903 2915
6. M. Bandini, and A. Eichholzer Angew. Chem., Int. Ed. 48 2009 9608 9644
7. E. Marqués-López, A. Díez-Martínez, P. Merino, and R.P. Herrera Curr. Org. Chem. 13 2009 1585 1609
8. S.-L. You, Q. Cai, and M. Zeng Chem. Soc. Rev. 38 2009 2190 2201
9. G. Bartoli, G. Bencivenni, and R. Dalpozzo Chem. Soc. Rev. 39 2010 4449 4465
10. F. Bigi, G. Casiraghi, G. Casnati, G. Sartori, G.G. Fava, and M.F. Belicchi J. Org. Chem. 50 1985 5018 5022
11. G. Erker, and A.A.H. Vanderzeijden Angew. Chem., Int. Ed. Engl. 29 1990 512 514
12. D. Carmona, M.P. Lamata, F. Viguri, R. Rodríguez, L.A. Oro, A.I. Balana, F.J. Lahoz, T. Tejero, P. Merino, S. Franco, and I. Montesa J. Am. Chem. Soc. 126 2004 2716 2717
13. D. Carmona, M.P. Lamata, F. Viguri, R. Rodríguez, L.A. Oro, F.J. Lahoz, A.I. Balana, T. Tejero, and P. Merino J. Am. Chem. Soc. 127 2005 13386 13398
14. D. Carmona, C. Cativiela, R. García-Correas, F.J. Lahoz, M.P. Lamata, J.A. López, M. de Víu, L.A. Oro, E. San José, and F. Viguri Chem. Commun. 1996 1247 1248
15. C. Barba, D. Carmona, J.I. García, M.P. Lamata, J.A. Mayoral, L. Salvatella, and F. Viguri J. Org. Chem. 71 2006 9831 9840
16. D. Carmona, M.P. Lamata, F. Viguri, R. Rodríguez, C. Barba, F.J. Lahoz, M.L. Martín, L.A. Oro, and L. Salvatella Organometallics 26 2007 6493 6496
17. D. Carmona, M.P. Lamata, F. Viguri, R. Rodríguez, T. Fischer, F.J. Lahoz, I.T. Dobrinovitch, and L.A. Oro Adv. Synth. Catal. 349 2007 1751 1758
18. D. Carmona, M.P. Lamata, F. Viguri, R. Rodríguez, F.J. Lahoz, and L.A. Oro Chem. Eur. J. 13 2007 9476 9756
19. D. Carmona, M.P. Lamata, F. Viguri, R. Rodríguez, F.J. Lahoz, M.J. Fabra, and L.A. Oro Tetrahedron: Asymmetry 20 2009 1197 1205
20. N.A. Paras, and D.W.C. MacMillan J. Am. Chem. Soc. 124 2002 7894 7895
21. M. Bandini, A. Garelli, M. Rovinetti, S. Tommasi, and A. Umani-Ronchi Chirality 17 2005 522 529
22. W.Z. Zhuang, R.G. Hazell, and K.A. Jørgensen Org. Biomol. Chem. 3 2005 2566 2571
23. Y.-X. Jia, S.-F. Zhu, Y. Yang, and Q.-L. Zhou J. Org. Chem. 71 2006 75 80
24. S.-F. Lu, D.-M. Du, and J. Xu Org. Lett. 8 2006 2115 2118
25. Y. Sui, L. Liu, J.-L. Zhao, D. Wang, and Y.-J. Chen Tetrahedron 63 2007 5173 5183
26. P.K. Singh, A. Bisai, and V.K. Singh Tetrahedron Lett. 48 2007 1127 1129
27. H. Liu, J. Xu, and D.-M. Du Org. Lett. 9 2007 4725 4728
28. H. Liu, S.-F. Lu, J. Xu, and D.-M. Du Chem. Asian J. 3 2008 1111 1121
29. Z.-L. Yuan, Z.-Y. Lei, and M. Shi Tetrahedron: Asymmetry 19 2008 1339 1346
30. B.M. Trost, and C. Muller J. Am. Chem. Soc. 130 2008 2438 2439
31. T. Arai, and N. Yokoyama Angew. Chem., Int. Ed. 47 2008 4989 4992
32. S.-z. Lin, and T.-p. You Tetrahedron 65 2009 1010 1016
33. N. Yokoyama, and T. Arai Chem. Commun. 2009 3285 3287
34. S.C. McKeon, H. Müller-Bunz, and P.J. Guiry Eur. J. Org. Chem. 2009 4833 4841
35. F. Guo, G. Lai, S. Xiong, S. Wang, and Z. Wang Chem. Eur. J. 16 2010 6441 6483
36. H. Liu, and D.-M. Du Adv. Synth. Catal. 352 2010 1113 1118
37. H.Y. Kim, S. Kim, and K. Oh Angew. Chem., Int. Ed. 49 2010 4476 4478
38. R.P. Herrera, V. Sgarzani, L. Bernardi, and A. Ricci Angew. Chem., Int. Ed. 44 2005 6576 6579
39. E.M. Fleming, T. McCabe, and S.J. Connon Tetrahedron Lett. 47 2006 7037 7042
40. T.-Y. Liu, H.-L. Cui, Q. Chai, J. Long, B.-J. Li, Y. Wu, L.-S. Ding, and Y.-C. Chen Chem. Commun. 2007 2228 2230
41. M. Ganesh, and D. Seidel J. Am. Chem. Soc. 130 2008 16464 16465
42. J. Itoh, K. Fuchibe, and T. Akiyama Angew. Chem., Int. Ed. 47 2008 4016 4018
43. Y.-F. Sheng, Q. Gu, A.-J. Zhang, and S.-L. You J. Org. Chem. 74 2009 6899 6901
44. Y.F. Sheng, G.Q. Li, Q. Kang, A.J. Zhang, and S.L. You Chem. Eur. J. 15 2009 3351 3354
45. Y. Sohtome, B. Shin, N. Horitsugi, R. Takagi, K. Noguchi, and K. Nagasawa Angew. Chem., Int. Ed. 49 2010 7299 7303
46. C. Hansch, A. Leo, and R.W. Taft Chem. Rev. 91 1991 165 195
47. N.A. Paras, and D.W.C. MacMillan J. Am. Chem. Soc. 123 2001 4370 4371
48. J.F. Austin, and D.W.C. MacMillan J. Am. Chem. Soc. 124 2002 1172 1173