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Synthesis of homologs of tetrahydropyran

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    δ-Tetrahydrofurylalkanols were synthesized by the conversion of γ-tetrahydrofurylalkanols to the corresponding bromides and Grignard reaction of the latter with aliphatic aldehydes. δ-Tetrahydrofurylalkanols were obtained for the first time as a result of these reactions.

  2. 2.

    The tetrahydrofuran ring of δ-tetrahydrofurylalkanols undergoes isomerization with an opening of the ring at the C-O bond furthest away from the side-chain substituent. Homologs of tetrahydropyran are formed as a result of the cyclodehydration of 1, 5-diols.

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Authors and Affiliations

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

    I. F. Bel'skii, V. P. Shalimov, Z. K. Minashkina & I. E. Grushko

Authors
  1. I. F. Bel'skii
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  2. V. P. Shalimov
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  3. Z. K. Minashkina
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  4. I. E. Grushko
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2096–2099, September, 1970.

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Bel'skii, I.F., Shalimov, V.P., Minashkina, Z.K. et al. Synthesis of homologs of tetrahydropyran. Russ Chem Bull 19, 1970–1972 (1970). https://doi.org/10.1007/BF00849783

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  • DOI: https://doi.org/10.1007/BF00849783

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