Conclusions
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1.
The sole route of reaction of the episulfide ring of 2,2′-epithio-2-(2′-adamantyl)adamantanes on treatment with LiAlH4, HCl, SCl2, or HCOOH is elimination of the sulfur atom. Reactions with HCl or SCl2 also result in polychlorination with the formation of chlorinated olefins.
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2.
A convenient method is described for the preparation of endo-4e-chloroadamantylidenedamantane by elimination of the sulfur atom from endo-4e-chloro-2,2′-epithio-2-(2′-adamantyl)adamantane by treatment with LiAlH4.
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For communication 16, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1367–1370, June, 1982.
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Tolstikov, G.A., Lerman, B.M. & Umanskaya, L.I. Reaction of sulfur halides with unsaturated compounds. Russ Chem Bull 31, 1218–1220 (1982). https://doi.org/10.1007/BF00955982
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DOI: https://doi.org/10.1007/BF00955982