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Total synthesis of miltirone

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Abstract

A concise synthesis of miltirone from 6-isopropyl-7-methoxy-1-tetralone is described, in which the naphthol was oxidized with Dess-Martin periodinane to yield miltirone in good yield.

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References

  1. J. A. Duke and E. S. Avensu, Medicinal Plants of China; Reference Publications: Algonac, MI, 2, 381 (1985).

    Google Scholar 

  2. H. M. Chang and P. But, Eds. Pharmacology and Applications of Chinese Materia Medica; World Science Publishing: Singapore, 1, 255 (1986).

    Google Scholar 

  3. C. N. Fang, P. L. Chang, and T. P. Hsu, Acta Chim. Sinica, 34, 197 (1976).

    CAS  Google Scholar 

  4. G. Honda, Y. Koezuka, and M. Tabata, Chem. Pharm. Bull., 36, 408 (1988).

    PubMed  CAS  Google Scholar 

  5. Y. G. Gao, Y. M. Song, Y. Y. Yang, W. F. Liu, and J. X. Tang, Acta Pharm. Sinica 14, 75 (1979).

    CAS  Google Scholar 

  6. C. M. Houlihan, C. T. Ho, and S. S. Chang, J. Am. Oil. Chem. Soc., 62, 96 (1985).

    Article  CAS  Google Scholar 

  7. Y. G. Gao, L. Z. Wang, and K. S. Tang, Chin. J. Integrated Trad. Western Med. 3, 300 (1983).

    CAS  Google Scholar 

  8. W. L. Wu, W. L. Chang, A. R. Lee, H. C. Lin, and M. L. King, J. Med. Sci., 6, 159 (1985).

    Google Scholar 

  9. M. Onitsuka, M. Fujiu, N. Shinma, and H. B. Maruyama, Chem. Pharm. Bull., 31, 1670 (1983).

    PubMed  CAS  Google Scholar 

  10. A. R. Lee, W. L. Wu, W. L. Chang, H. C. Lin, and M. L. King, J. Nat. Prod., 50, 157 (1987).

    Article  PubMed  CAS  Google Scholar 

  11. H. W. Luo, X. J. Hu, N. Wang, and J. Ji, Acta Pharm. Sinica, 23, 830 (1988).

    CAS  Google Scholar 

  12. W. G. Huang, Y. Y. Jiang, Q. Li, J. Li, J. Y. Li, W. Lu, and J. C. Cai, Tetrahedron, 61, 1863 (2005).

    Article  CAS  Google Scholar 

  13. T. Hayashi, H. Kakisawa, H. Y. Hsu, and Y. P. Chen, J. Chem. Soc., Chem. Commun., 299 (1970).

  14. H. M. Chang, K. P. Cheng, T. F. Choang, H. F. Chow, K. Y. Chui, P. M. Hon, F. W. L. Tan, Y. Yang, and Z. P. Zhong, J. Org. Chem., 55, 3537 (1990).

    Article  CAS  Google Scholar 

  15. L. Bauer and R. E. Hewitson, J. Org. Chem., 27, 3982 (1962).

    CAS  Google Scholar 

  16. S. Nizamuddin and D. N. Chaudhury, J. Indian. Chem. Soc., 40, 960 (1963).

    CAS  Google Scholar 

  17. T. Hayashi, Y. Katsuro, Y. Okamoto, and M. Kumada, Tetrahedron lett., 22, 4449 (1981).

    Article  CAS  Google Scholar 

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Published in Khimiya Prirodnykh Soedinenii, No. 6, pp. 541–543, November–December, 2006.

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Huang, W.G., Li, Y.F., Lu, W. et al. Total synthesis of miltirone. Chem Nat Compd 42, 665–667 (2006). https://doi.org/10.1007/s10600-006-0247-7

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  • DOI: https://doi.org/10.1007/s10600-006-0247-7

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