Scheme 3. Substrate scope of allyl carbonates.a aReaction conditions: (i) 1 (1.0 equiv.), 2a (1.1 equiv.), [Pd(π-C3H5)Cl]2 (5 mol%), L1 (15 mol%), CH2Cl2, rt, 1 h. Yield determined by 1H NMR integration against an internal standard (dimethyl sulfone or trans-stilbene oxide), isolated yield in parentheses. Enantiomeric ratio determined by chiral HPLC. b1a′ employed as substrate. c1a′′ employed as substrate. dReaction time: 24 h. eModified procedure: 1 (1.0 equiv.), 2a (1.1 equiv.), [Pd(π-C3H5)Cl]2 (5 mol%), (S)-BINAP (15 mol%), THF, rt, 24 h. fIsolated yield, diastereomeric ratio, and enantiomeric ratio determined from the recrystallised material. gDiastereomeric ratio determined from the 1H NMR spectrum of the crude reaction mixture.
