Conclusions
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1.
Treatment of isoprene with phenylsulfinyl chloride in the presence of Lewis acids results in a highly selective ene reaction; at high pressure the two components react regiospecifically via a heterodiene synthesis.
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2.
A series of 1,4-bifunctional isoprene derivatives, which may be regarded as potential synthons for the construction of linear and cyclic isoprenoids, has been prepared.
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For preliminary communication, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 811–816, April, 1987.
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Veselovskii, V.V., Makarova, Z.G., Lutsenko, A.I. et al. Lewis-acid- or high-pressure-initiated regio- and stereoselective functionalization of isoprene utilizing phenylsulfinyl chloride. Russ Chem Bull 36, 738–743 (1987). https://doi.org/10.1007/BF00962311
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DOI: https://doi.org/10.1007/BF00962311