title: Resolution of tert-butyl-1-(2-methyinaphthyl)phosphine oxide using selectors identified from a chemical combinatorial library.
abstract: 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.
authors.affiliation: Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235-1822, USA.
authors.forename: Jordan
authors.initials: J
authors.lastname: Blodgett
authors.forename: Yan
authors.initials: Y
authors.lastname: Wang
authors.forename: Tingyu
authors.initials: T
authors.lastname: Li
authors.forename: Prasad L
authors.initials: PL
authors.lastname: Polavarapu
authors.forename: Jozef
authors.initials: J
authors.lastname: Drabowicz
authors.forename: K Michal
authors.initials: KM
authors.lastname: Pietrusiewicz
authors.forename: Krystyna
authors.initials: K
authors.lastname: Zygo
mesh_terms: D002851:Chromatography, High Pressure Liquid; D020650:Combinatorial Chemistry Techniques; D004151:Dipeptides / Q000032:analysis; D007202:Indicators and Reagents; D008968:Molecular Conformation; D009281:Naphthalenes / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D019151:Peptide Library; D012997:Solvents; D013237:Stereoisomerism
chemical_list: D004151:Dipeptides; D007202:Indicators and Reagents; D009281:Naphthalenes; D009943:Organophosphorus Compounds; D019151:Peptide Library; D012997:Solvents; C468510:tert-butyl-1-(2-methylnaphthyl)phosphine oxide