Resolution of tert-butyl-1-(2-methylnaphthyl)phosphine oxide using selectors identified from a chemical combinatorial library

Resolution of racemic tert-butyl-1-(2-methylnaphthyl)phosphine oxide 1, a chiral phosphorus compound, was achieved using selectors developed from a small peptide library. Separation factors as high as 3.2 were observed. The library consists of 81 peptide-based potential chiral selectors on polymeric synthesis resins. The linker needed to immobilize the identified chiral selectors onto silica gel proved important in the chiral separation; a longer linker provided a significantly higher separation factor in this study.