Organocatalytic enantioselective friedel-crafts reaction of naphthol with β,γ-unsaturated α-keto esters

Bulletin of the Korean Chemical Society

Volumn 34, Issue 12, 2013, Pages 3539-3540

  Lee, Hyun L ^a   Kim, Dae Young ^a  

^a Soonchunhyang University   (South Korea)

Author keywords

; Unsaturated keto esters; Asymmetric catalysis; Chromanes; Friedel Crafts reaction; Organocatalysis

Indexed keywords

EID: 84891353514     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2013.34.12.3539     Document Type: Letter

References (51)

1. Ellis, G. P.; Lockhart, I. M. The Chemistry of Heterocyclic Compounds, Chromenes,Chromanones, and Chromones; Ellis,G. P., Ed.; Wiley-VCH: New York, 2007; Vol. 31, pp 1-1196
2. Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893
3. Shi, Z.; He, C. J. Am. Chem. Soc. 2004, 126, 13596.
4. Ulgheri, F.; Marchetti, M.; Piccolo, O. J. Org. Chem. 2007, 72, 6056.
5. Jagdale, A. R.; Sudalai, A. Tetrahedron Lett. 2007, 48, 4895.
6. Hayashi, T. Pure. Appl. Chem. 2004, 76, 465.
7. Paquin, J. F.; Defieber, C.; Stephenson, C. R.; Carreira, E. M. J. Am. Chem. Soc. 2005, 127, 10850.
8. Fessard, T. C.; Andrews, S. P.; Motoyoshi, H.; Carreira, E. M. Angew. Chem., Int. Ed. 2007, 46, 9331.
9. Poulsen, T. B.; Jørgensen, K. A. Chem. Rev, 2008, 108, 2903.
10. You, S.-L.; Cai, Q.; Zeng, M. Chem. Soc. Rev. 2009, 38, 210.
11. Bandini, M.; Umani-Ronchi, A. Catalytic Asymmetric Friedel-Crafts Alkylations; Wiley-VCH: Weinheim, 2009.
12. Evans, D. A.; Fandrick, K. R.; Song, H.-J. J. Am. Chem. Soc. 2005, 127, 8942.
13. Palomo, C.; Oiarbide, M.; Kardak, B. G.; Garcia J. M.; Linden, A. J. Am. Chem. Soc. 2005, 127, 4154.
14. Yang, H.; Hong, Y.-T.; Kim, S. Org. Lett. 2007, 9, 2281.
15. Blay, G.; Fernandez, I.; Pedro, J. R.; Vila, C. Org. Lett. 2007, 9, 2601.
16. Singh, P. K.; Singh, V. K. Org. Lett. 2008, 10, 4121.
17. Cai, C.; Zhao, Z.-A.; You, S.-L. Angew. Chem., Int. Ed. 2009, 48, 7428.
18. Sheng, Y.-F.; Gu, Q.; Zhang, A.-J.; You, S.-L. J. Org. Chem. 2009, 74, 6899.
19. Jiang, H.; Paixoã, M. W.; Monge, D.; Jørgensen, K. A. J. Am. Chem. Soc. 2010, 132, 2775.
20. Bachu P.; Akiyama, T. Chem. Commun. 2010, 46, 4112.
21. Shi, Z.-H.; Sheng, H.; Yang, K.-F.; Jiang, J.-X.; Lai, G.-Q.; Lu, Y.; Xu, L.-W. Eur. J. Org. Chem. 2011, 66.
22. Wang, X.-S.; Zheng, C.-W.; Zhao, S.-L.; Chai, Z.; Zhao, G.; Yang, G.-S. Tetrahedron: Asymmetry 2008, 19, 2699.
23. Jiang, X.; Wu, L.; Xing, Y.; Wang, L.; Wang, S.; Chen, Z.; Wang, R. Chem. Commun. 2012, 48, 446.
24. Kang, Y. K.; Kim, S. M.; Kim, D. Y. J. Am. Chem. Soc. 2010, 132, 11847.
25. Kang, S. H.; Kim, D. Y. Adv. Synth. Catal. 2010, 352, 2783.
26. Kang, Y. K.; Kim, D. Y. Curr. Org. Chem. 2010, 14, 917.
27. Moon, H. W.; Kim, D. Y. Tetrahedron Lett. 2010, 51, 2906.
28. Kang, Y. K. Kim, D. Y. Tetrahedron Lett. 2011, 52, 2356.
29. Lee, H. J. Kang, S. H.; Kim, D. Y. Synlett 2011, 1559.
30. Woo, S. B.; Kim, D. Y. Beilstein J. Org. Chem. 2012, 8, 699.
31. Lee, H. J.; Woo, S. B.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 3374.
32. Moon, H. W.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 2845.
33. Lee, H. J.; Woo, S. B.; Kim, D. Y. Molecules 2012, 17, 7523.
34. Lee, H. J.; Kim, S. M.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 3437.
35. Lee, H. J.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 3171.
36. Moon, H. W.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 6569.
37. Kang, Y. K.; Kim, H. H.; Koh, K. O.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 3811.
38. Kwon, B. K.; Mang, J. Y.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 2481.
39. Lee, H. J.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 6984.
40. Lim, Y. J.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 1825.
41. Kang, Y. K.; Lee, H. J.; Moon, H. W.; Kim, D. Y. RSC Adv. 2013, 3, 1332.
42. Lim, Y. J.; Kim, D. Y. Bull. Korean Chem. Soc. 2013, 34, 1955.
43. Woo, S. B.; Suh, C. W.; Koh, K. O.; Kim, D. Y. Tetrahedron Lett. 2013, 54, 3359.
44. Suh, C. W.; Chang, C. W.; Choi, K. W.; Lim, Y. J.; Kim, D. Y. Tetrahedron Lett. 2013, 54, 3651.
45. Kang, S. H.; Kwon, B. K. Kim, D. Y. Tetrahedron Lett. 2011, 52, 3247
46. Kang, Y. K.; Suh, K. H.; Kim, D. Y. Synlett 2011, 1125.
47. Kang, Y. K.; Suh, K. H.; Kim, D. Y. Synlett 2011, 1125.
48. Lee, H. J.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 3537
49. Lee, H. J.; Kim, D. Y. Synlett 2012, 1629.
50. Suh, C. W.; Han, T. H.; Kim, D. Y. Bull. Korean Chem. Soc. 2013, 34, 1623.
51. Lee, J. H.; Kim, D. Y. Bull. Korean Chem. Soc. 2013, 34, 1619.