Asymmetric Diene Synthesis of Bicyclo[2.2.2]octenes in the Presence of Lewis Acids

摘要

Asymmetric diene synthesis of substituted bicyclo[2.2.2]octenes from (-)-menthyl acrylate and cyclohexa-1,3-diene in the presence of achiral Lewis acid catalysts (TiCl_4, AlCl_3, BBr_3, AlCl_3 · OEt_2, BBr_3 · OEt_2) was studied. The influence of various factors on the isomeric composition, yield, and enantio-meric purity of the compounds prepared was examined.