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Regiocontrolled dieckmann condensation of 3,4-Bis(methoxycarbonylmethyl) levoglucosenone derivative

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Abstract

The Dieckmann condensation of 3,4-bis(methoxycarbonylmethyl) levoglucosenone derivative afforded two regioisomeric 9,11-dioxatricyclo[6.2.1.02,6]undecane derivatives at a ratio of 5: 3. The products can be used in the synthesis of iridoids.

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References

  1. Bamba, M., Nishikawa, T., and Isobe, M., Tetrahedron, 1998, vol. 54, p. 6639.

    Article  CAS  Google Scholar 

  2. Jung, S.S., Freskos, J.N., Dalidowicz, P., and Kerns, M.L., J. Org. Chem., 1996, vol. 61, p. 459.

    Article  Google Scholar 

  3. Valeev, F.A., Gaisina, I.N., Sagitdinova, Kh.F., Shitikova, O.V., and Miftakhov, M.S., Russ. J. Org. Chem., 1996, vol. 32, p. 1319.

    Google Scholar 

  4. Valeev, F.A., Gaisina, I.N., Gainullin, Kh.Kh., Spirikhin, L.V., and Miftakhov, M.S., Russ. J. Org. Chem., 1997, vol. 33, p. 331.

    CAS  Google Scholar 

  5. Stevens, A.T., Caira, M.R., Bull, J.R., and Chibale, K., Org. Biomol. Chem., 2009, vol. 7, p. 3527.

    Article  CAS  Google Scholar 

  6. Nakane, M. and Hutchinson, C.R., J. Org. Chem., 1980, vol. 45, p. 4233.

    Article  CAS  Google Scholar 

  7. Keda, T., Yue, S., and Hutchinson, C.R., J. Org. Chem., 1985, vol. 50, p. 5193.

    Article  Google Scholar 

  8. Isobe, M., Fukami, N., Nishikava, T., and Goto, T., Heterocycles, 1987, vol. 25, p. 521.

    Article  CAS  Google Scholar 

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Correspondence to L. Kh. Faizullina.

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Original Russian Text © M.M. Iskakova, I.M. Biktagirov, L.Kh. Faizullina, Sh.M. Salikhov, M.G. Safarov, F.A. Valeev, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 1, pp. 114–117.

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Iskakova, M.M., Biktagirov, I.M., Faizullina, L.K. et al. Regiocontrolled dieckmann condensation of 3,4-Bis(methoxycarbonylmethyl) levoglucosenone derivative. Russ J Org Chem 50, 105–109 (2014). https://doi.org/10.1134/S1070428014010205

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  • DOI: https://doi.org/10.1134/S1070428014010205

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