title: Silylation-based kinetic resolution of α-hydroxy lactones and lactams.
abstract: A silylation-based kinetic resolution has been developed for α-hydroxy lactones and lactams employing the chiral isothiourea catalyst (-)-benzotetramisole and triphenylsilyl chloride as the silyl source. The system is more selective for lactones than lactams, and selectivity factors up to 100 can be achieved utilizing commercially available reagents.
authors.affiliation: The University of South Carolina , 631 Sumter Street, Columbia, South Carolina 29208, United States.
authors.forename: Robert W
authors.initials: RW
authors.lastname: Clark
authors.forename: T Maxwell
authors.initials: TM
authors.lastname: Deaton
authors.forename: Yan
authors.initials: Y
authors.lastname: Zhang
authors.forename: Maggie I
authors.initials: MI
authors.lastname: Moore
authors.forename: Sheryl L
authors.initials: SL
authors.lastname: Wiskur
mesh_terms: D007700:Kinetics; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*
chemical_list: D007769:Lactams; D007783:Lactones; D012821:Silanes