title: Design, synthesis, and evaluation of a helicenoidal DMAP Lewis base catalyst.
abstract: The design, synthesis, and study of a helical dialkylaminopyridine Lewis base catalyst is reported. Helical DMAP analogue 4 is based upon a helicenoid structure and displays good to excellent levels of selectivity (S ≤ 116) in the kinetic resolution of chiral secondary alcohols. Catalyst 4 displays excellent reactivity with exceptionally low loadings of 0.05 mol % effecting practical levels of selectivity in kinetic resolutions.
authors.affiliation: Department of Chemistry, University of Bath, Bath, United Kingdom.
authors.forename: Matthew R
authors.initials: MR
authors.lastname: Crittall
authors.forename: Henry S
authors.initials: HS
authors.lastname: Rzepa
authors.forename: David R
authors.initials: DR
authors.lastname: Carbery