Copper(I)-Catalyzed Stereo- and Chemoselective Borylative Radical Cyclization of Alkyl Halides Bearing an Alkene Moiety

The
stereoselective borylative radical cyclization of alkyl halides
containing an alkene moiety was developed using a copper­(I)/diboron
catalyst system. The optimized reaction conditions allowed us to control
the chemoselectivity between the allylic substitution and the borylative
radical cyclization. The borylation products were subsequently converted
to highly functionalized organic compounds by derivatization of the
newly formed C–B bond. This borylative radical cyclization
offers a novel methodology for the stereoselective synthesis of various
heterocyclic compounds.