The intermediate cis-diol 3a adopts a chiral double-helicene structure (Fig. ) , which prompted us to examine the oxidative kinetic resolution of 3a. Treatment of racemic 3a with 0.5 equivalents of m-CPBA in the presence of chiral iodoarene Ar*I at 0 °C afforded (P,P)-2a in 41% isolated yield with an excellent enantiomeric excess (94% ee) and 54% recovery of diol 3a (Fig. , reaction C). The absolute configuration of (P,P)-2a was determined as described in the Supplementary Materials (SM).