title: Quantum mechanical transition-state analysis reveals the precise origin of stereoselectivity in chiral quaternary cinchonidinium phase-transfer catalyzed enolate allylation.
abstract: Density functional theory was used to model glycinate enolate binding and enantiomeric allylation transition states mediated by the cinchonidinium phase-transfer catalyst 2. Transition states show oxy-anion-ammonium interactions in contrast to π-face interactions in the ground states. The details of stereoselectivity are described within the quaternary ammonium-tetrahedron face model.
authors.affiliation: Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602, USA.
authors.forename: Thomas C
authors.initials: TC
authors.lastname: Cook
authors.forename: Merritt B
authors.initials: MB
authors.lastname: Andrus
authors.forename: Daniel H
authors.initials: DH
authors.lastname: Ess