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A Facile Synthesis of Mollugin

  • Published : 2007.10.20
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Abstract

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References

  1. Gonzalez Gonzalez, A.; Cardona, R. J.; Medina, J. M.; Rodriquez Luis, F. Anal. Quimica 1974, 70, 858. (CA 83: 4915)
  2. Schildknecht, H.; Straub, F.; Scheidel, V. Liebigs Ann. Chem. 1976, 1295
  3. Itokawa, H.; Mihara, K.; Takeya, K. Chem. Pharm. Bull. 1983, 31, 2353 https://doi.org/10.1248/cpb.31.2353
  4. Itokawa, H.; Qiao, Y.; Takeya, K. Phytochemistry 1989, 28, 3465 https://doi.org/10.1016/0031-9422(89)80365-6
  5. Ho, L.-K.; Don, M.-J.; Chen, H.-C.; Yeh, S.-F.; Chen, J.-M. J. Nat. Prod. 1996, 59, 330
  6. Hua, H. M.; Wang, S. X.; Wu, L. J.; Li, X.; Zhu, T. R. Acta Pharm. Sinica 1992, 27, 279
  7. Pharmacopeia of the People's Republic of China; Guangdong Science and Technology Press: Guangzhou, People's Republic of China, 1992; p 179
  8. Hocking, G. M. A Dictionary of Natural Products; Plexus Publishing: Medford, NJ, 1997; p 679
  9. Itokawa, H.; Mihara, K.; Takeya, K. Chem. Pharm. Bull. 1983, 31, 2353 https://doi.org/10.1248/cpb.31.2353
  10. Kawasaki, Y.; Goda, Y.; Yoshihira, K. Chem. Pharm. Bull. 1992, 40, 1504 https://doi.org/10.1248/cpb.40.1504
  11. Marec, F.; Kollarova, I.; Jegorov, A. Planta Med. 2001, 67, 127 https://doi.org/10.1055/s-2001-11498
  12. Chung, M. I.; Jou, S. J.; Cheng, H. C.; Lin, C. N.; Ko, F. N.; Teng, C. M. J. Nat. Prod. 1994, 57, 313 https://doi.org/10.1021/np50104a020
  13. Shibuya, Y.; Tazaki, S.; Hotta, M.; Ouchi, A.; Nishizawa, Y. Jpn. Kokai Tokyo Koho 1999, JP 11335244 (CA 132:26625)
  14. Murase, T.; Hase, T.; Tokimitsu, I. Jpn. Kokai Tokyo Koho 1996, JP 08183722 A2 (CA 125:204137)
  15. Murase, T.; Hase, T.; Shibuya, Y.; Nishizawa, Y.; Tokimitsu, I. PCT Int. Appl. 1997, WO 9735557 A1
  16. Schildknecht, H.; Straub, F. Liebigs Ann. Chem. 1976, 1307
  17. Heide, L.; Leistner, E. J. Chem. Soc., Chem. Comm. 1981, 334
  18. Lumb, J.-P.; Trauner, D. Org. Lett. 2005, 7, 5865 https://doi.org/10.1021/ol052472u
  19. Habonimana, P.; Claessens, S.; Kimpe, N. D. Synlett 2006, 2472
  20. Claessens, S.; Kesteleyn, B.; Vany, T. N.; Kimpe, N. D. Tetrahedron 2006, 62, 8419 https://doi.org/10.1016/j.tet.2006.06.014
  21. Inoue, K.; Shiobara, Y.; Nayeshiro, H.; Inouye, H.; Wilson, G.; Zenk, M. H. Phytochemistry 1984, 23, 307 https://doi.org/10.1016/S0031-9422(00)80323-4
  22. Smith, L. I.; Ruoff, P. M. J. Am. Chem. Soc. 1942, 62, 145 https://doi.org/10.1021/ja01858a040
  23. Spath, E.; Hillel, R. Ber. 1939, 72, 963 https://doi.org/10.1002/cber.19390720507
  24. Bandaranayake, W. M.; Crombie, L.; Whiting, D. A. Chem. Comm. 1969, 970
  25. Bandaranayake, W. M.; Crombie, L.; Whiting, D. A. J. Chem. Soc. C 1971, 804 https://doi.org/10.1039/j39710000804
  26. Bandaranayake, W. M.; Crombie, L.; Whiting, D. A. J. Chem. Soc. C 1971, 811 https://doi.org/10.1039/j39710000811
  27. Broadhurst, M. J.; Hassall, C. H. J. Chem. Soc., Perkin Trans. 1 1982, 2227 https://doi.org/10.1039/p19820002227
  28. Murphy, W. S.; Tuladhar, S. M.; Duffy, B. J. Chem. Soc., Perkin Trans. 1 1992, 605
  29. Nicolaou, K. C.; Liu, J. J.; Hwang, C. K.; Dai, W. M.; Guy, R. K. J. Chem. Soc., Chem. Comm. 1992, 1118
  30. Lumb, J.-P.; Trauner, D. J. Am. Chem. Soc. 2005, 127, 2870 https://doi.org/10.1021/ja042375g
  31. Pettigrew, J. D.; Cadieux, J. A.; So, S. S. S.; Wilson, P. D. Org. Lett. 2005, 7, 467 https://doi.org/10.1021/ol047578o
  32. Son, J.-K.; Lee, S. H.; Nagarapu, L.; Jahng, Y. Bull. Kor. Chem. Soc. 2005, 26, 1117 https://doi.org/10.5012/bkcs.2005.26.7.1117
  33. Lee, E. S.; Kim, S. I.; Lee, S. H.; Jeong, T. C.; Moon, T. C.; Chang, H. W.; Jahng, Y. Bull. Kor. Chem. Soc. 2005, 26, 1975 https://doi.org/10.5012/bkcs.2005.26.12.1975
  34. Adams, S. P.; Whitlock, Jr., H. W. J. Org. Chem. 1981, 46, 3474 https://doi.org/10.1021/jo00330a018
  35. Brimble, M. A.; Spicer, J. A. Aust. J. Chem. 1991, 44, 197 https://doi.org/10.1071/CH9910197
  36. Lee, K. I.; Park, Y.; Park, S.-J.; Hwang, J.-H.; Lee, S.-J.; Kim, G.-D.; Park, W.-K.; Lee, S.; Jeong, D.; Kong, J.-Y.; Kang, H.-K.; Cho, H. Bioorg. Med. Chem. Lett. 2006, 16, 737 https://doi.org/10.1016/j.bmcl.2005.08.115
  37. Homeyer, A. H.; Wallingford, V. H. J. Am. Chem. Soc. 1942, 64, 798 https://doi.org/10.1021/ja01256a017

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