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Metal complexes as phase transfer catalysts in the synthesis of O-acetylmandelonitrile

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Abstract

The asymmetric synthesis of O-acetylated mandelonitrile derivative was accomplished from PhCHO, KCN, and Ac2O in a toluene--water system in the presence of transition metal complexes of Schiff"s bases as phase transfer catalysts.

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References

  1. Advances in Chemistry of Insect Control, Vol. 3, Ed. G. G. Briggs, Royal Society of Chemistry Publication, London, 1994.

    Google Scholar 

  2. F. Effenberger, Angew. Chem., Int. Ed. Engl., 1994, 33, 1555.

    Google Scholar 

  3. M. North, in Comprehensive Organic Functional Group Transformations, Vol. 3 , Ch. 18, Eds. A. R. Katritzky, O. Meth Cohn, C. W. Rees, and G. Pattenden, Pergamon Press, Oxford, 1995.

    Google Scholar 

  4. R. J. H. Gregory, Chem. Rev., 1999, 99, 3649.

    Google Scholar 

  5. Y. N. Belokon, P. Carta, A. V. Gutnov, V. I. Maleev, M. A. Moskalenko, L. V. Yashkina, N. S. Ikonnikov, N. V. Voskoboev, V. N. Khrustalev, and M. North, Helv. Chim. Acta, 2002, 85, 3301.

    Google Scholar 

  6. K. Manabe and S. Kobayashi, Chem. Eur. J., 2002, 8, 4095.

    Google Scholar 

  7. U. M. Lindstrom, Chem. Rev., 2002, 102, 2751.

    Google Scholar 

  8. E. V. Dehmlow and S. S. Dehmlow, Phase Transfer Catalysis, 2nd ed., Verlag Chemie, Weinheim, 1983.

    Google Scholar 

  9. B. Lygo, J. Crosby, and J. A. Peterson, Tetrahedron Lett., 1999, 40, 1385.

    Google Scholar 

  10. B. Lygo, Tetrahedron Lett., 1999, 40, 1389.

    Google Scholar 

  11. E. J. Corey, F. Xu, and M. C. Noe, J. Am. Chem. Soc., 1997, 119, 12414.

    Google Scholar 

  12. Yu. N. Belokon, A. A. Petrosyan, V. I. Maleev, T. F. Saveléva, A. V. Grachev, N. S. Ikonnikov, and A. S. Sagiyan, Izv. Akad. Nauk. Ser. Khim., 2002, 1931 [Russ. Chem. Bull., Int. Ed., 2002, 51, 2086 (Engl. Transl. )].

  13. G. Jaeschke and D. Seebach, J. Org. Chem., 1998, 63, 1190.

    Google Scholar 

  14. K. J. Shea, G. J. Stoddard, W. P. England, and C. D. Haffner, J. Am. Chem. Soc., 1992, 114, 2635.

    Google Scholar 

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Belokon, Y.N., Moskalenko, M.A., Petrosyan, A.A. et al. Metal complexes as phase transfer catalysts in the synthesis of O-acetylmandelonitrile. Russian Chemical Bulletin 53, 1126–1129 (2004). https://doi.org/10.1023/B:RUCB.0000041312.86534.1b

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  • DOI: https://doi.org/10.1023/B:RUCB.0000041312.86534.1b

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