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Synthesis of 7,7-dimethylbicyclo-[3.3.0]octane by acetylating a dicobaltohexacarbonyl 4-methylpent-3-en-1-yne complex

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

Abstract

Dicobaltohexacarbonyl 4-methyl-pent-3-en-1-yne complexes have been acylated with acryloyl and crotonoyl tetrafluoroborates followed by methanolysis to make acylmethoxy adducts containing hem-dimethyl moieties. Conditions have been defined under which such adducts containing enone systems are selectively reduced to allyl acohols with retention of the cobaltocarbonyl moieties. The latter can be converted by Quand-Poson reaction to the inaccessible polyfunctional derivatives of 7,7-dimethylbicyclo[3.3.0]octane.

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Authors and Affiliations

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

    A. L. Veretenov, A. S. Gybin, V. A. Smit, V. A. Chertkov & 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. V. A. Chertkov
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  5. A. S. Shashkov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1879–1888, August, 1989.

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Veretenov, A.L., Gybin, A.S., Smit, V.A. et al. Synthesis of 7,7-dimethylbicyclo-[3.3.0]octane by acetylating a dicobaltohexacarbonyl 4-methylpent-3-en-1-yne complex. Russ Chem Bull 38, 1725–1733 (1989). https://doi.org/10.1007/BF00956963

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  • DOI: https://doi.org/10.1007/BF00956963

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