Synthesis of Functionalized Chiral Imidazole Derivatives Based on a Bornane Skeleton Bearing a Sterically Crowded Spirocyclic Substituent at the C-3 Position

Abstract

10-Imidazolylbornane-2-one bearing a sterically crowded spirocyclic substituent at the C-3 position was prepared from d-camphor through the procedure involving the formation of 10-bromobornane-2-thiones or 10-iodobornane-2-thiones and the subsequent conversion into the corresponding 10-imidazolylbornane-2-thiones followed by an efficient oxidative S-O exchange via thione S-oxides.