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Intramolecular cyclization of dicobalt hexacarbonyl complexes of allyl propyl ethers on adsorbent surfaces. A convenient mode of preparation of 3-oxabicyclo[3.3.0]octenes and 4-hydroxymethylcyclopentenone derivatives

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

Conclusions

  1. 1.

    The intramolecular Khand-Pauson reaction is substantially accelerated when it is carried out on the surface of a Chromatographic adsorbent in the absence of a solvent.

  2. 2.

    A method has been developed for the preparation of substituted 3-oxabicyclo[3.3.0]-oct-5-en-7-ones, by cyclization of the dicobalt hexacarbonyl complexes of allyl propargyl ethers.

  3. 3.

    A novel cyclization reaction of dicobalt hexacarbonyl complexes has been found, which provides a convenient synthetic route to 4-hydroxymethylcyclopent-2-en-1-ones.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2802–2812, December, 1988.

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Smit, V.A., Simonyan, S.O., Tarasov, V.A. et al. Intramolecular cyclization of dicobalt hexacarbonyl complexes of allyl propyl ethers on adsorbent surfaces. A convenient mode of preparation of 3-oxabicyclo[3.3.0]octenes and 4-hydroxymethylcyclopentenone derivatives. Russ Chem Bull 37, 2526–2535 (1988). https://doi.org/10.1007/BF00952633

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  • DOI: https://doi.org/10.1007/BF00952633

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