The chlorinations of cis,cis-cyclo-octa-1,5-diene and cis-cyclo-octene with SbCl5 in CCl4 give endo- and exo-2-anti-8-dichlorobicyclo[3,2,1]octanes and cis- and trans-1,4-dichlorocyclo-octanes respectively in 70–80% yield.
S. Uemura, A. Onoe and M. Okano, J. Chem. Soc., Chem. Commun., 1975, 210 DOI: 10.1039/C39750000210
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