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Unusual reaction for substitution of acetate group in acylals under the Makosza conditions of generating dichlorocarbene

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

Conclusions

  1. 1.

    A new reaction was discovered for the nucleophilic substitution of the acetoxy group in acylals by the trichloromethyl group under Makosza cyclopropanation conditions.

  2. 2.

    A general method was developed for the synthesis of 1-trichloromethyl-2-alken(or alkan)-1-ol acetates.

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Literature cited

  1. A. Kh. Khusid, G. V. Kryshtal, V. F. Kucherov, and L. A. Yanovskaya, Izv. Akad. Nauk SSSR, Ser. Khim.,1975, 2787.

  2. A. Kh. Khusid, G. V. Kryshtal, V. F. Kucherov, and L. A. Yanovskaya, Synthesis,1977, 428.

  3. T. B. Stothers, Carbon 13 NMR Spectroscopy in Organic Chemistry, A Series of Monographs, Vol. 24, Academic Press, New York-London (1972), p. 137.

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  4. A. Merz and R. Tomahogh, Chem. Ber.,110, 96 (1977).

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Authors and Affiliations

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

    G. V. Kryshtal', V. S. Bogdanov, L. A. Yanovskaya, Yu. P. Volkov & E. I. Trusova

Authors
  1. G. V. Kryshtal'
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  2. V. S. Bogdanov
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  3. L. A. Yanovskaya
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  4. Yu. P. Volkov
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  5. E. I. Trusova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2820–2823, December, 1981.

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Kryshtal', G.V., Bogdanov, V.S., Yanovskaya, L.A. et al. Unusual reaction for substitution of acetate group in acylals under the Makosza conditions of generating dichlorocarbene. Russ Chem Bull 30, 2351–2354 (1981). https://doi.org/10.1007/BF00963711

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  • DOI: https://doi.org/10.1007/BF00963711

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