Table 1. Optimization of the Aziridination Reaction.
Reactions performed on a 0.1 mmol scale with respect to 1a and using 1.2 equivalents of 2. Yields determined by 1H NMR with reference to a 1,2-dimethoxyethane internal standard.
ee determined by chiral SFC analysis of the crude reaction mixture following full conversion of (3a + 4a) to 4a by heating in MeCN for 2 h.
2 mol % of the additive was used. Data in parentheses correspond to the isolated sample of 4a following full conversion of (3a + 4a) to 4a. DFB = Difluorobenzene. The second strapped dicarboxylate ligand is omitted from the achiral dimer scaffolds for clarity.