Addition of bromine gas to crystalline dibenzobarrelene: An enantioselective carbocation rearrangement in the solid state

作者: Miguel Garcia-Garibay , John R. Scheffer , James Trotter , Fred Wireko

DOI: 10.1016/S0040-4039(00)80331-7

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摘要: Abstract Treatment of chiral crystals 2,3:5,6-dibenzobicyclo[2.2.2]octa-2,5,7-triene (dibenzobarrelene, 1) with bromine vapor results in the formation rearranged product syn -8-bromo- endo -4-bromo2,3:6,7-dibenzobicyclo[3.2.1]octa-2,6-diene (2) up to 8% enantiomeric excess.

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