Despite the success in achieving stereoselectivity, the BDQ (3) average assay yield was still < 20 %, which was inferior to our prior non-chiral baseline example of ~30 % BDQ (3) assay yield (Scheme 3). Although the initial screenings lacked in conversion, a few key trends were observed. First, the LiBr role in promoting diastereoselectivity was already expected; however, the fact that the stereochemistry of the chiral amine did not affect this preference at all was intriguing; for all chiral ligands tested, the syn-diastereomer pair, 3 and ent-3, was favored over the anti-pair, 4 and ent-4. Second, all chiral amines derived from natural L-amino acids possessing one chiral center (Groups A and B, Scheme 3) favored ent-3, with the only exception being L-threonine, while the non-natural D-amino acid derivatives favored BDQ (3).