title: Highly enantioselective deracemization of linear and vaulted biaryl ligands.
abstract: [reaction: see text] A copper-mediated deracemization of the vaulted biaryl ligands VANOL and VAPOL can be readily achieved in the presence of (-)-spartiene. The optimal procedure involves the in situ generation of copper(II) and leads to the reproducible formation of (S)-VANOL and (S)-VAPOL in greater than 99% ee from the racemates. This method is superior to existing procedures for BINOL (92% ee).
authors.affiliation: Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhang
authors.forename: Siu-Man
authors.initials: SM
authors.lastname: Yeung
authors.forename: Hongqiao
authors.initials: H
authors.lastname: Wu
authors.forename: Douglas P
authors.initials: DP
authors.lastname: Heller
authors.forename: Chunrui
authors.initials: C
authors.lastname: Wu
authors.forename: William D
authors.initials: WD
authors.lastname: Wulff
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D003300:Copper / Q000737:chemistry; D008024:Ligands; D008958:Models, Molecular; D013034:Sparteine / Q000737:chemistry; D013237:Stereoisomerism; D014465:Ultrasonics
chemical_list: D001643:Bridged Bicyclo Compounds; D008024:Ligands; D013034:Sparteine; D003300:Copper