Stereoselective cyclisations of fluoroalkyl radicals involving sulfur-substituted chiral intermediates

Enantiomerically pure fluorinated substrates of type 1-5 undergo stereoselective radical cyclisation affording variously substituted tetrahydrofurans, cyclopentanes, and cyclohexanes. The control exerted on the formation of the new stereocentres by those already present is discussed. Elaborations to chlorine-and sulfur-free derivatives possessing up to five stereocentres are presented.