Synthesis of Some Bridgehead-Bridgehead-Disubstituted Bicyclopentanes

Article abstract of DOI:10.1021/jo00090a015

The synthesis of a wide variety of 1,3-disubstituted bicyclo<1.1.1>pentanes is described, with particular emphasis on the generation of a series of 3-X-substituted bicyclo<1.1.1>pentyl bromides required for solvolytic studies.Functional group manipulation at the bridgehead was readily accomplished in the majority of cases by radical processes; in some instances, transformations were effected via carbanionic-type intermediates.