DOI QR코드

DOI QR Code

An Expeditious Synthesis of Substituted Pyrrolidines and Tetrahydrofurans Starting from Baylis-Hillman Adducts

  • Gowrisankar, Saravanan (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Hoo-Sook (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Lee, Hyun-Seung (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Jae-Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
  • 발행 : 2007.10.20

초록

키워드

참고문헌

  1. Pandey, G.; Banerjee, P.; Gadre, S. R. Chem. Rev. 2006, 106, 4484-4517 https://doi.org/10.1021/cr050011g
  2. Najera, C.; de Gracia retamosa, M.; Sansano, J. M. Tetrahderon: Asymmetry 2006, 17, 1985-1989 https://doi.org/10.1016/j.tetasy.2006.07.006
  3. Berlin, S.; Engman, L. Tetrahedron Lett. 2000, 41, 3701-3704 https://doi.org/10.1016/S0040-4039(00)00446-9
  4. Felluga, F.; Pitacco, G.; Prodan, M.; Pricl, S.; Visintin, M.; Valentin, E. Tetrahedron: Assymmetry 2001, 12, 3241-3249 https://doi.org/10.1016/S0957-4166(01)00523-7
  5. Cimarelli, C.; Palmieri, G. J. Org. Chem. 1996, 61, 5557-5563 https://doi.org/10.1021/jo960107y
  6. Denes, F.; Perez- Luna, A.; Chemla, F. J. Org. Chem. 2007, 72, 398-406 https://doi.org/10.1021/jo061603h
  7. Declerck, V.; Allouchi, H.; Martinez, J.; Lamaty, F. J. Org. Chem. 2007, 72, 1518-1521 https://doi.org/10.1021/jo062239p
  8. Evans, P. J. Org. Chem. 2007, 72, 1830-1833 https://doi.org/10.1021/jo062189o
  9. Majumdar, K. C.; Basu, P. K.; Chattopadhyay, S. K. Tetrahedron 2007, 63, 793-826 https://doi.org/10.1016/j.tet.2006.09.049
  10. Makosza, M.; Przyborowski, J.; Klajn, R.; Kwast, A. Synlett 2000, 1773-1774
  11. Makosza, M.; Judka, M. Chem. Eur. J. 2002, 8, 4234-4240 https://doi.org/10.1002/1521-3765(20020916)8:18<4234::AID-CHEM4234>3.0.CO;2-G
  12. Saito, H.; Oishi, H.; Kitagaki, S.; Nakamura, S.; Anada, M.; Hashimoto, S. Org. Lett. 2002, 4, 3887-3890 https://doi.org/10.1021/ol0267127
  13. Jana, S.; Guin, C.; Roy, S. C. Tetrahedron Lett. 2005, 46, 1155-1157 https://doi.org/10.1016/j.tetlet.2004.12.079
  14. Dunach, E.; Esteves, A. P.; Medeiros, M. J.; Olivero, S. Tetrahedron Lett. 2004, 45, 7935-7937 https://doi.org/10.1016/j.tetlet.2004.08.131
  15. Esteves, A. P.; Goken, D. M.; Klein, L. J.; Leite, L. F. M.; Medeiros, M. J.; Peters, D. G. Eur. J. Org. Chem. 2005, 4852-4859
  16. Bueno, J. M.; Coteron, J. M.; Chiara, J. L.; Fernandez- Mayoralas, A.; Fiandor, J. M.; Valle, N. Tetrahedron Lett. 2000, 41, 4379-4382 https://doi.org/10.1016/S0040-4039(00)00655-9
  17. Gurjar, M. K.; Mohapatra, S.; Phalgune, U. D.; Puranik, V. G.; Mohapatra, D. K. Tetrahedron Lett. 2004, 45, 7899- 7902 https://doi.org/10.1016/j.tetlet.2004.08.143
  18. Ferrie, L.; Bouyssi, D.; Balme, G. Org. Lett. 2005, 7, 3143- 3246 https://doi.org/10.1021/ol050690h
  19. Clark, J. S.; Fessard, T. C.; Wilson, C. Org. Lett. 2004, 6, 1773-1776 https://doi.org/10.1021/ol049483s
  20. Langlois, N.; Rakotondradany, F. Tetrahedron 2000, 56, 2437-2448 https://doi.org/10.1016/S0040-4020(00)00117-4
  21. Del Valle, J. R.; Goodman, M. J. Org. Chem. 2003, 68, 3923-3931 https://doi.org/10.1021/jo034214l
  22. Kennedy, J. W. J.; Hall, D. G. J. Org. Chem. 2004, 69, 4412-4428 https://doi.org/10.1021/jo049773m
  23. Yu, S. H.; Ferguson, M. J.; McDonald, R.; Hall, D. G. J. Am. Chem. Soc. 2005, 127, 12808-12809 https://doi.org/10.1021/ja054171l
  24. Pohmakotr, M.; Issaree, A.; Sampaongoen, L.; Tuchinda, P.; Reutrakul, V. Tetrahedron Lett. 2003, 44, 7937-7940 https://doi.org/10.1016/j.tetlet.2003.09.005
  25. Yoon- Miller, S. J. P.; Opalka, S. M.; Pelkey, E. T. Tetrahedron Lett. 2007, 48, 827-830 https://doi.org/10.1016/j.tetlet.2006.11.156
  26. Kim, J. M.; Lee, K. Y.; Lee, S.; Kim, J. N. Tetrahedron Lett. 2004, 45, 2805-2808 https://doi.org/10.1016/j.tetlet.2004.02.047
  27. Gowrisankar, S.; Lee, K. Y.; Kim, J. N. Tetrahedron Lett. 2005, 46, 4859-4863 https://doi.org/10.1016/j.tetlet.2005.05.057
  28. Lee, K. Y.; Lee, H. S.; Kim, J. N. Tetrahedron Lett. 2007, 48, 2007-2011 https://doi.org/10.1016/j.tetlet.2007.01.062
  29. Gowrisankar, S.; Kim, S. J.; Kim, J. N. Tetrahedron Lett. 2007, 48, 289-292 https://doi.org/10.1016/j.tetlet.2006.11.031
  30. Lee, K. Y.; Lee, Y. J.; Kim, J. N. Bull. Korean Chem. Soc. 2007, 28, 143-146 https://doi.org/10.5012/bkcs.2007.28.1.143
  31. Lee, K. Y.; Seo, J.; Kim, J. N. Tetrahedron Lett. 2006, 47, 3913-3917 https://doi.org/10.1016/j.tetlet.2006.03.167
  32. Kim, S. C.; Gowrisankar, S.; Kim, J. N. Tetrahedron Lett. 2006, 47, 3463-3466 https://doi.org/10.1016/j.tetlet.2006.03.074
  33. Gowrisankar, S.; Lee, K. Y.; Kim, J. N. Tetrahedron 2006, 62, 4052-4058 https://doi.org/10.1016/j.tet.2006.02.038
  34. Lee, K. Y.; Park, D. Y.; Kim, J. N. Bull. Korean Chem. Soc. 2006, 27, 1489-1492 https://doi.org/10.5012/bkcs.2006.27.9.1489
  35. Lee, H. S.; Kim, S. J.; Kim, J. N. Bull. Korean Chem. Soc. 2006, 27, 1063-1066 https://doi.org/10.5012/bkcs.2006.27.7.1063
  36. Gowrisankar, S.; Lee, K. Y.; Kim, J. N. Bull. Korean Chem. Soc. 2006, 27, 929-932 https://doi.org/10.5012/bkcs.2006.27.6.929

피인용 문헌

  1. Recent Advances in Construction of Nitrogen-containing Heterocycles from Baylis-Hillman Adducts vol.43, pp.1, 2011, https://doi.org/10.1080/00304948.2011.549065
  2. ChemInform Abstract: An Expeditious Synthesis of Substituted Pyrrolidines and Tetrahydrofurans Starting from Baylis—Hillman Adducts. vol.39, pp.10, 2008, https://doi.org/10.1002/chin.200810111
  3. Synthesis of β-Aryl Substituted N-Tosyl Aza-Baylis-Hillman Adducts: Heck Reaction of N-Tosyl Aza-Baylis-Hillman Adducts vol.29, pp.8, 2007, https://doi.org/10.5012/bkcs.2008.29.8.1583
  4. Advances in the Baylis-Hillman reaction-assisted synthesis of cyclic frameworks vol.64, pp.20, 2008, https://doi.org/10.1016/j.tet.2008.02.087
  5. Phosphine‐Catalyzed (4+1) Annulation: Rearrangement of Allenylic Carbamates to 3‐Pyrrolines through Phosphonium Diene Intermediates vol.12, pp.17, 2007, https://doi.org/10.1002/cctc.202000626