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Regio- and stereochemical aspects of bromochlorination of norbornene

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Bromochlorination of norbornene whose chemo- and regio-selectivity is determined by the type of the halogenating reagent used was studied. Three isomeric bromochloronorbornanes (2-endo-bromo-3-exo-chloro-, 2-exo-bromo-3-endo-chloro-, and 2-exo-bromo-7-syn-chlorobicyclo[2.2.1.]heptanes), 2-exo-7-syn- and 2-exo-7-anti-dibromo- and-dichloronorbornanes, and 2-bromonortricyclane were isolated and characterized by1H and13C NMR spectra. The spectral and structural characteristics of the resulting compounds are discussed.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2290–2295, November, 1998.

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Zyk, N.V., Beloglazkina, E.K., Tyurin, V.S. et al. Regio- and stereochemical aspects of bromochlorination of norbornene. Russ Chem Bull 47, 2220–2225 (1998). https://doi.org/10.1007/BF02494285

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  • DOI: https://doi.org/10.1007/BF02494285

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