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Anomalous products in the acylation of the dicobaltohexacarbonyl complex of 4-methylpenten-3-yne-1 with acryloyl tetrafluoroborate

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

Abstract

Acylation of the dicobaltohexacarbonyl complex of 4-methylpenten-3-yne-1 with acryloyl tetrafluoroborate in a medium containing nitromethane with subsequent addition of a nucleophile (methanol or water) leads to anomalous products that are made up of two molecules of starting enyne and one fragment of acryloyl cation. On methanolysis a product of linear structure is formed — a functionally substituted undecane, and on hydrolysis a cyclic product is formed — a functionally substituted dihydropyran.

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Literature cited

  1. V. A. Smit (W. A. Smit), A. A. Shchegolev (A. A. Schegolev), A. S. Gybin, et al., Synthesis, No. 10, 887 (1984).

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  2. A. L. Veretenov, A. S. Gybin, V. A. Smit, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 8, 1879 (1989).

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Authors and Affiliations

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

    A. L. Veretenov, A. S. Gybin, V. A. Smit & A. S. Shashkov

Authors
  1. A. L. Veretenov
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  2. A. S. Gybin
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  3. V. A. Smit
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  4. A. S. Shashkov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1875–1879, August, 1989.

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Veretenov, A.L., Gybin, A.S., Smit, V.A. et al. Anomalous products in the acylation of the dicobaltohexacarbonyl complex of 4-methylpenten-3-yne-1 with acryloyl tetrafluoroborate. Russ Chem Bull 38, 1721–1724 (1989). https://doi.org/10.1007/BF00956962

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  • DOI: https://doi.org/10.1007/BF00956962

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