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Mechanism of rearrangement with cyclopropyl involvement in acetylosis of β-3,4-epoxycarane

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

Conclusions

The theory was expressed that the acetolysis of 3β,4α-caranediol monotosylate proceeds via the intermediate formation of the protonated form of β-3,4-epoxycarane and a mechanism was proposed for rearrangement of the carane structure with 1,3-trans-annular cyclopropyl involvement in the acetolysis of β-3,4-epoxycarane and 3β,4α-caranediol monotosylate, and also the hydration of β-3,4-epoxycarane.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch of the Academy of Sciences of the USSR, USSR

    B. A. Arbuzov, Z. G. Isaeva & R. R. D'yakonova

Authors
  1. B. A. Arbuzov
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  2. Z. G. Isaeva
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  3. R. R. D'yakonova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2778–2780, December, 1980.

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Arbuzov, B.A., Isaeva, Z.G. & D'yakonova, R.R. Mechanism of rearrangement with cyclopropyl involvement in acetylosis of β-3,4-epoxycarane. Russ Chem Bull 29, 1949–1951 (1980). https://doi.org/10.1007/BF00949663

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  • DOI: https://doi.org/10.1007/BF00949663

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