Scheme 1. Substrate scope of cyclic sulfamidate imines.a a Reaction conditions: (i) 1a (1.0 equiv.), 2 (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. bCombined yield of a 7.1 : 1 mixture of 3aj and 3ac (see ESI†). cN-Allylated species 4aj detected in 21% yield by NMR. dModified procedure: 1a (1.1 equiv.), 2 (1.0 equiv.), Pd2dba3·CHCl3 (5 mol%), L1 (15 mol%), CH2Cl2, rt, 24 h.
