Dianions derived from chiral imidazolines 1a-c, undergo selective one-elect
ron oxidation reactions in the presence of TEMPO (2,2,6,6-tetramethyl-1-pip
eridinyloxy) and form metallated radical species. Depending on the reaction
conditions the radical intermediate is trapped stereoselectively by TEMPO,
or undergoes a dimerization reaction. (C) 1999 Elsevier Science Ltd. All r
ights reserved.