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Synthesis of ethers of (+)-usninic acid pyrazole derivatives

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Chemistry of Natural Compounds Aims and scope

The reduction of usninic acid pyrazole derivatives by complex boron hydrides under various conditions was studied. New ether derivatives containing added alcohols were obtained upon reduction of the carbonyl. The reaction occurred presumably through a quinonemethide intermediate.

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References

  1. K. Ingolfsdottir, Phytochemistry, 61, 729 (2002).

    Article  PubMed  CAS  Google Scholar 

  2. J. Kutney and I. Sanchez, Can. J. Chem., 54, 2795 (1976).

    Article  CAS  Google Scholar 

  3. D. N. Sokolov, O. A. Luzina, M. P. Polovinka, and N. F. Salakhutdinov, Khim. Prir. Soedin., 188 (2011).

  4. J. M. Brunel, M. Maffei, and G. Buono, Tetrahedron: Asymmetry, 4, 2255 (1993).

    Article  CAS  Google Scholar 

  5. P. Wan, B. Barker, L. Diao, M. Fischer, Y. Shi, and C. Yang, Can. J. Chem., 74, 465 (1996).

    Article  CAS  Google Scholar 

  6. D. P. Venter and D. F. Greeff, Tetrahedron, 36, 305 (1980).

    Article  CAS  Google Scholar 

  7. R. W. Van De Water and T. R. R. Pettus, Tetrahedron, 58, 5367 (2002).

    Article  Google Scholar 

  8. D. N. Sokolov, O. A. Luzina, D. V. Korchagina, M. P. Polovinka, and N. F. Salakhutdinov, Khim. Prir. Soedin., 623 (2011).

  9. Organicum, in 2 Vol., Vol. 2 [translated from German], Mir, Moscow, 2008.

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Correspondence to O. A. Luzina.

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Translated from Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2012, pp. 345–349.

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Sokolov, D.N., Luzina, O.A. & Salakhutdinov, N.F. Synthesis of ethers of (+)-usninic acid pyrazole derivatives. Chem Nat Compd 48, 379–384 (2012). https://doi.org/10.1007/s10600-012-0257-6

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  • DOI: https://doi.org/10.1007/s10600-012-0257-6

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