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Synthesis of cyclic acetals of acetylenic carbonyl compounds

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Abstract

A condensation of α-acetylenic carbonyl compounds and their acyclic acetals with 1,2-diols gave substituted 1,3-dioxacycloalkanes in up to 90% yields. 2,4-Disubstituted 1,3-dioxolanes were formed as mixtures of steric isomers, in which trans-forms predominated according to the B3LYP/6-311+G(2d,p) calculations.

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Authors and Affiliations

  1. Togliatti State University, 14 ul. Belorusskaya, 445667, Togliatti, Russian Federation

    A. A. Golovanov, V. V. Bekin, A. S. Bunev & N. N. Mikhailova

  2. Ufa State Petroleum Technological University, 1 ul. Kosmonavtov, 450000, Ufa, Russian Federation

    G. Z. Raskil’dina & S. S. Zlotskii

Authors
  1. A. A. Golovanov
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  2. G. Z. Raskil’dina
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  3. V. V. Bekin
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  4. A. S. Bunev
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  5. N. N. Mikhailova
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  6. S. S. Zlotskii
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Corresponding author

Correspondence to G. Z. Raskil’dina.

Additional information

Based on the materials of the International Congress on the Heterocyclic Chemistry “KOST-2015” (October 18–23, 2015, Moscow, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1757–1760, July, 2016.

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Golovanov, A.A., Raskil’dina, G.Z., Bekin, V.V. et al. Synthesis of cyclic acetals of acetylenic carbonyl compounds. Russ Chem Bull 65, 1757–1760 (2016). https://doi.org/10.1007/s11172-016-1507-8

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  • DOI: https://doi.org/10.1007/s11172-016-1507-8

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