Bulletin of the Korean Chemical Society

  • 제34권9호
  • /
  • Pages.2569-2570
  • /
  • 2013
  • /
  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지
DOI QR코드

DOI QR Code

Organocatalytic Enantioselective Michael Addition of Silyl Malonate to α,β-Unsaturated Enones: One-pot Synthesis of Chiral δ-Keto Esters

  • Lee, Ji Yeon (Department of Chemistry, Soonchunhyang University) ;
  • Kim, Dae Young (Department of Chemistry, Soonchunhyang University)
  • 투고 : 2013.04.22
  • 심사 : 2013.05.24
  • 발행 : 2013.09.20
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

키워드

참고문헌

  1. Leonard, J. Contemp. Org. Synth. 1994, 1, 387. https://doi.org/10.1039/co9940100387
  2. Krause, N.; Hoffmann-Roder, A. Synthesis 2001, 171.
  3. Berner, O. M.; Tedeschi, L.; Enders, D. Eur. J. Org. Chem. 2002, 1877.
  4. Connon, S. J. Synlett 2009, 354.
  5. Yu, X.; Wang, W. Chem. Asian J. 2008, 3, 516. https://doi.org/10.1002/asia.200700415
  6. Chauhan, P.; Chimni, S. S. RSC Adv. 2012, 2, 737.
  7. Tsogoeva, S. B. Eur. J. Org. Chem. 2007, 1701.
  8. Lu, L.- Q.; An, X.-L.; Chen, J.-R.; Xiao, W.-J. Synlett 2012, 23, 490. https://doi.org/10.1055/s-0031-1290131
  9. Kim, D. Y.; Huh, S. C.; Kim, S. M. Tetrahedron Lett. 2001, 42, 6299. https://doi.org/10.1016/S0040-4039(01)01237-0
  10. Halland, N.; Aburel, P. S.; Jorgensen, K. A. Angew. Chem. Int. Ed. 2003, 42, 661. https://doi.org/10.1002/anie.200390182
  11. Cho, M. J.; Huh, S. C.; Kim, S. M.; Lee, K.; Koh, K. O.; Mang, J. Y.; Kim, D. Y. Bull. Korean Chem. Soc. 2006, 27, 857. https://doi.org/10.5012/bkcs.2006.27.6.857
  12. Wascholowski, V.; Knudsen, K. R.; Mitchell, C. E. T.; Ley, S. V. Chem. Eur. J. 2008, 14, 6155. https://doi.org/10.1002/chem.200800673
  13. Kim, J.; De Castro, K. A.; Lim, M.; Rhee, H. Tetrahedron 2010, 66, 3995. https://doi.org/10.1016/j.tet.2010.04.062
  14. Wang, X.; Adachi, S.; Iwai, H.; Takatsuki, H.; Fujita, K.; Kubo, M.; Oku, A.; Harada, T. J. Org. Chem. 2003, 68, 10046. https://doi.org/10.1021/jo035379x
  15. Moon, H. W.; Kim, D. Y. Bull. Korean Chem. Soc. 2011, 32, 291. https://doi.org/10.5012/bkcs.2011.32.1.291
  16. Shi, Y.; Wulff, W. D.; Yap, G. P. A.; Rheingold, A. L. Chem. Commun. 1996, 2601.
  17. Kang, Y. K.; Kim, S. M.; Kim, D. Y. J. Am. Chem. Soc. 2010, 132, 11847. https://doi.org/10.1021/ja103786c
  18. Kang, S. H.; Kim, D. Y. Adv. Synth. Catal. 2010, 352, 2783. https://doi.org/10.1002/adsc.201000515
  19. Kang, Y. K.; Kim, D. Y. Curr. Org. Chem. 2010, 14, 917. https://doi.org/10.2174/138527210791111768
  20. Kang, Y. K. Kim, D. Y. Tetrahedron Lett. 2011, 52, 2356. https://doi.org/10.1016/j.tetlet.2011.02.087
  21. Lee, H. J.; Kim, J. H.; Kim, D. Y. Bull. Korean Chem. Soc. 2011, 32, 785. https://doi.org/10.5012/bkcs.2011.32.3.785
  22. Lee, H. J.; Kang, S. H.; Kim, D. Y. Bull. Korean Chem. Soc. 2011, 32, 1125. https://doi.org/10.5012/bkcs.2011.32.4.1125
  23. Kang, Y. K.; Yoon, S. J.; Kim, D. Y. Bull. Korean Chem. Soc. 2011, 32, 1195. https://doi.org/10.5012/bkcs.2011.32.4.1195
  24. Kwon, Y. K.; Kang, Y. K.; Kim, E. Y. Bull. Korean Chem. Soc. 2011, 32, 1773. https://doi.org/10.5012/bkcs.2011.32.5.1773
  25. Kang, Y. K.; Kim, H. H.; Koh, K. O.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 3811. https://doi.org/10.1016/j.tetlet.2012.05.064
  26. Kwon, B. K.; Mang, J. Y.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 2481. https://doi.org/10.5012/bkcs.2012.33.8.2481
  27. Lee, H. J.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 6984. https://doi.org/10.1016/j.tetlet.2012.10.051
  28. Woo, S. B.; Suh, C. W.; Koh, K. O.; Kim, D. Y. Tetrahedron Lett. 2013, 54, 3359. https://doi.org/10.1016/j.tetlet.2013.04.054
  29. Suh, C. W.; Chang, C. W.; Choi, K. W.; Lim, Y. J.; Kim, D. Y. Tetrahedron Lett. 2013, 54, 3651. https://doi.org/10.1016/j.tetlet.2013.04.132
  30. Moon, H. W.; Kim, D. Y. Tetrahedron Lett. 2010, 51, 2906. https://doi.org/10.1016/j.tetlet.2010.03.105
  31. Lee, H. J. Kang, S. H.; Kim, D. Y. Synlett 2011, 1559.
  32. Kang, S. H.; Kwon, B. K.; Kim, D. Y. Tetrahedron Lett. 2011, 52, 3247. https://doi.org/10.1016/j.tetlet.2011.04.084
  33. Kang, Y. K.; Suh, K. H.; Kim, D. Y. Synlett 2011, 1125.
  34. Lee, H. J.; Chae, Y. M.; Kim, D. Y. Bull. Korean Chem. Soc. 2011, 32, 2875. https://doi.org/10.5012/bkcs.2011.32.8.2875
  35. Lee, H. J.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 3537. https://doi.org/10.5012/bkcs.2012.33.11.3537
  36. Woo, S. B.; Kim, D. Y. Beilstein J. Org. Chem. 2012, 8, 699. https://doi.org/10.3762/bjoc.8.78
  37. Lee, H. J.; Woo, S. B.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 3374. https://doi.org/10.1016/j.tetlet.2012.04.095
  38. Moon, H. W.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 2845. https://doi.org/10.5012/bkcs.2012.33.9.2845
  39. Lee, H. J.; Woo, S. B.; Kim, D. Y. Molecules 2012, 17, 7523. https://doi.org/10.3390/molecules17067523
  40. Lee, H. J.; Kim, S. M.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 3437. https://doi.org/10.1016/j.tetlet.2012.04.072
  41. Lee, H. J.; Kim, D. Y. Bull. Korean Chem. Soc. 2012, 33, 3171. https://doi.org/10.5012/bkcs.2012.33.10.3171
  42. Moon, H. W.; Kim, D. Y. Tetrahedron Lett. 2012, 53, 6569. https://doi.org/10.1016/j.tetlet.2012.09.100
  43. Lee, J. H.; Kim, D. Y. Bull. Korean Chem. Soc. 2013, 34, 1619. https://doi.org/10.5012/bkcs.2013.34.6.1619
  44. Suh, C. W.; Han, T. H.; Kim, D. Y. Bull. Korean Chem. Soc. 2013, 34, 1623. https://doi.org/10.5012/bkcs.2013.34.6.1623
  45. Kang, Y. K.; Lee, H. J.; Moon, H. W.; Kim, D. Y. RSC Adv. 2013, 3, 1332. https://doi.org/10.1039/c2ra21945j

피인용 문헌

  1. Organocatalytic Asymmetric Michael Addition of α-Fluoro β-Ketophosphonate to Nitroalkenes vol.36, pp.12, 2015, https://doi.org/10.1002/bkcs.10580
  2. Organocatalytic Enantioselective Conjugate Addition of 3-Fluorooxindoles to Vinyl Sulfone vol.36, pp.5, 2015, https://doi.org/10.1002/bkcs.10263
  3. Diastereo- and Enantioselective Conjugate Addition of 3-Chlorooxindoles to Nitroalkenes Catalyzed by Binaphthyl-modified Organocatalyst vol.36, pp.5, 2015, https://doi.org/10.1002/bkcs.10264
  4. Catalytic Asymmetric Michael Addition of α-Fluoro β-Ketoester to Nitroalkenes in the Presence of Nickel Complexes vol.36, pp.8, 2015, https://doi.org/10.1002/bkcs.10378
  5. Diastereo- and Enantioselective Conjugate Addition of α-Substituted Cyanoacetates to Maleimides Catalyzed by Binaphthyl-based Thiourea vol.36, pp.9, 2015, https://doi.org/10.1002/bkcs.10439
  6. Asymmetric Michael Addition of Pyrazolones to β,γ-Unsaturated α-Keto Esters Catalyzed by Binaphthyl-modified Thiourea vol.39, pp.4, 2018, https://doi.org/10.1002/bkcs.11425
  7. Organocatalytic Asymmetric Michael Addition of 1,3-Cyclohexanedione to Benzylidenemalonitriles vol.35, pp.1, 2013, https://doi.org/10.5012/bkcs.2014.35.1.98
  8. Organocatalytic Asymmetric Michael Addition of 1,3-Cyclohexanedione to Benzylidenemalonitriles vol.35, pp.1, 2013, https://doi.org/10.5012/bkcs.2014.35.1.98
  9. High-temperature Adhesion Promoter Based on (3-Glycidoxypropyl) Trimethoxysilane for Cu Paste vol.35, pp.10, 2013, https://doi.org/10.5012/bkcs.2014.35.10.3025