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13C and1H NMR spectra and stereoconfiguration of 1,4-adducts of the Diels-Alder reaction of furan with methyl acrylate and maleic anhydride

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Abstract

13C and1H NMR spectra were taken for the 1,4-adducts of furan with methyl acrylate and maleic anhydride. The13C chemical shifts are characteristic: these values for C1, C3, and C6 (adducts (I) and (II)) and C1, C4 C2, C3, C5, and C6 (adducts (III) and (IV)) depend on the orientation of the substituent at C2 in the case of methyl acrylate and at C2 and C3 in the case of maleic anhydride and may be used for the assignment of the adducts to the endo and exo isomers.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    V. S. Bogdanov, M. V. Kel'tseva & V. M. Zhulin

Authors
  1. V. S. Bogdanov
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  2. M. V. Kel'tseva
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  3. V. M. Zhulin
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1669–1671, July, 1990.

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Bogdanov, V.S., Kel'tseva, M.V. & Zhulin, V.M. 13C and1H NMR spectra and stereoconfiguration of 1,4-adducts of the Diels-Alder reaction of furan with methyl acrylate and maleic anhydride. Russ Chem Bull 39, 1517–1519 (1990). https://doi.org/10.1007/BF00957879

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  • DOI: https://doi.org/10.1007/BF00957879

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