Ligand-controlled iron-catalyzed coupling of α-substituted β-ketoesters with phenols

Organic Letters

Volumn 14, Issue 13, 2012, Pages 3324-3327

  Parnes, Regev ^a   Kshirsagar, Umesh A ^a   Werbeloff, Aviya ^a   Regev, Clil ^a   Pappo, Doron ^a  

^a BEN GURION UNIVERSITY OF THE NEGEV   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

1,10 PHENANTHROLINE; 1,10-PHENANTHROLINE; CHLORIDE; ESTER; FERRIC CHLORIDE; FERRIC ION; KETONE; LIGAND; PHENANTHROLINE DERIVATIVE; PHENOL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM;

CATALYSIS; CHLORIDES; ESTERS; FERRIC COMPOUNDS; KETONES; LIGANDS; MOLECULAR STRUCTURE; PHENANTHROLINES; PHENOLS; STEREOISOMERISM;

EID: 84863622642     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol301297k     Document Type: Article

References (43)

1. Johansson, C. C. C.; Colacot, T. J. Angew. Chem., Int. Ed. 2010, 49, 676
2. Bhat, V.; Mackay, J. A.; Rawal, V. H. Org. Lett. 2011, 13, 3214
3. Gong, J.; Lin, G.; Sun, W.; Li, C.-C.; Yang, Z. J. Am. Chem. Soc. 2010, 132, 16745
4. Krawczuk, P. J.; Schone, N.; Baran, P. S. Org. Lett. 2009, 11, 4774
5. Zhdankin, V. V.; Stang, P. J. Chem. Rev. 2008, 108, 5299
6. Citterio, A.; Fancelli, D.; Finzi, C.; Pesce, L.; Santi, R. J. Org. Chem. 1989, 54, 2713
7. Tambar, U. K.; Stoltz, B. M. J. Am. Chem. Soc. 2005, 127, 5340
8. Sastry Mudiganti, N. V.; Claessens, S.; De Kimpe, N. Tetrahedron 2009, 65, 1716
9. Kobbelgaard, S.; Bella, M.; Jorgensen, K. A. J. Org. Chem. 2006, 71, 4980
10. Sarhan, A. A.; Bolm, C. Chem. Soc. Rev. 2009, 38, 2730
11. Aleman, J.; Richter, B.; Joergensoen, K. A. Angew. Chem., Int. Ed. 2007, 46, 5515
12. Yeung, C. S.; Dong, V. M. Chem. Rev. 2011, 111, 1215
13. Liu, C.; Zhang, H.; Shi, W.; Lei, A. Chem. Rev. 2011, 111, 1780
14. Li, C.-J. Acc. Chem. Res. 2009, 42, 335
15. Zhang, Y.; Li, C.-J. Angew. Chem., Int. Ed. 2006, 45, 1949
16. Li, Z.; Bohle, D. S.; Li, C.-J. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 8928
17. Zhao, L.; Li, C.-J. Angew. Chem., Int. Ed. 2008, 47, 7075
18. Li, Z.; Li, C.-J. J. Am. Chem. Soc. 2005, 127, 3672
19. Liu, W.; Liu, J.; Ogawa, D.; Nishihara, Y.; Guo, X.; Li, Z. Org. Lett. 2011, 13, 6272
20. Li, Z.; Yu, R.; Li, H. Angew. Chem., Int. Ed. 2008, 47, 7497
21. Zhang, Y.; Li, C.-J. Eur. J. Org. Chem. 2007, 4654
22. Li, Y.-Z.; Li, B.-J.; Lu, X.-Y.; Lin, S.; Shi, Z.-J. Angew. Chem., Int. Ed. 2009, 48, 3817
23. Song, C.-X.; Cai, G.-X.; Farrell, T. R.; Jiang, Z.-P.; Li, H.; Gan, L.-B.; Shi, Z.-J. Chem. Commun. 2009, 6002
24. Guo, X.; Pan, S.; Liu, J.; Li, Z. J. Org. Chem. 2009, 74, 8848
25. Li, Z.; Li, C.-J. J. Am. Chem. Soc. 2005, 127, 6968
26. Guo, X.; Li, W.; Li, Z. Eur. J. Org. Chem. 2010, 2010, 5787
27. Egami, H.; Katsuki, T. J. Am. Chem. Soc. 2009, 131, 6082
28. Egami, H.; Matsumoto, K.; Oguma, T.; Kunisu, T.; Katsuki, T. J. Am. Chem. Soc. 2010, 132, 13633
29. Liu, W.; Li, Y.; Liu, K.; Li, Z. J. Am. Chem. Soc. 2011, 133, 10756
30. Volla, C. M. R.; Vogel, P. Org. Lett. 2009, 11, 1701
31. Li, Z.; Li, C.-J. J. Am. Chem. Soc. 2004, 126, 11810
32. Jiang, H.-F.; Li, J.-H.; Chen, Z.-W. Tetrahedron 2010, 66, 9721
33. Guo, X.; Yu, R.; Li, H.; Li, Z. J. Am. Chem. Soc. 2009, 131, 17387
34. Barton, D. H. R.; Deflorin, A. M.; Edwards, O. E. J. Chem. Soc. 1956, 530
35. DeMartino, M. P.; Chen, K.; Baran, P. S. J. Am. Chem. Soc. 2008, 130, 11546
36. Ohta, M.; Quick, M. P.; Yamaguchi, J.; Wunsch, B.; Itami, K. Chem.-Asian J. 2009, 4, 1416
37. Yang, L.; Qin, L. H.; Bligh, S. W.; Bashall, A.; Zhang, C. F.; Zhang, M.; Wang, Z. T.; Xu, L. S. Bioorg. Med. Chem. 2006, 14, 3496
38. Bi, H.-P.; Zhao, L.; Liang, Y.-M.; Li, C.-J. Angew. Chem., Int. Ed. 2009, 48, 792
39. Li, Z.; Li, C.-J. Org. Lett. 2004, 6, 4997
40. Li, Z.; MacLeod, P. D.; Li, C.-J. Tetrahedron: Asymmetry 2006, 17, 590
41. Guo, C.; Song, J.; Luo, S. W.; Gong, L. Z. Angew. Chem., Int. Ed. 2010, 49, 5558
42. Zhang, J.; Tiwari, B.; Xing, C.; Chen, X.; Chi, Y. R. Angew. Chem., Int. Ed. 2012, 51, 3649
43. Edwards, J. M.; Mangion, M.; Anderson, J. B.; Rapposch, M.; Hite, G. Tetrahedron Lett. 1979, 20, 4453