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The stereoisomeric composition of the products of addition of fluorobromocarbene to arylethylenes

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

Conclusions

  1. 1.

    We have determined the stereoisomeric composition of the products of the reaction of fluorobromocarbene with mono- and 1,2-disubstituted ethylenes. Addition of fluorobromocarbene to arylethylenes with monosubstituted rings forms a slight excess of the anti-isomer, while addition to arylethylenes with 2,6-di-, 2,4,6-tri-, and pentasubstituted rings gives an excess of the syn-isomer.

  2. 2.

    Introduction of a methyl group at theβ-position of styrene increases the proportion of the isomer containing bromine and methyl on the same side of the cyclopropane ring by a factor of 2.5.

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Authors and Affiliations

  1. Institute of Petroleum Chemistry, Siberian Branch of the Academy of Sciences of the USSR, Tomsk

    V. S. Aksenov & G. A. Terent'eva

Authors
  1. V. S. Aksenov
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  2. G. A. Terent'eva
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Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 3, pp. 623–628, March, 1977.

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Aksenov, V.S., Terent'eva, G.A. The stereoisomeric composition of the products of addition of fluorobromocarbene to arylethylenes. Russ Chem Bull 26, 560–564 (1977). https://doi.org/10.1007/BF01179467

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  • DOI: https://doi.org/10.1007/BF01179467

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