title: The organocatalytic asymmetric Prins cyclization.
abstract: We describe here the design and development of an organocatalytic Prins cyclization. In the presence of a confined chiral imidodiphosphoric acid catalyst, salicylaldehydes react with 3-methyl-3-buten-1-ol to afford highly functionalized 4-methylenetetrahydropyrans in excellent regio- and enantioselectivity. The extreme steric demand of the acid catalyst is key for the success of this transformation.
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
authors.forename: Gavin Chit
authors.initials: GC
authors.lastname: Tsui
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
authors.forename: Luping
authors.initials: L
authors.lastname: Liu
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany). list@kofo.mpg.de.
authors.forename: Benjamin
authors.initials: B
authors.lastname: List
keywords: Brønsted acids; Prins cyclization; asymmetric catalysis; organocatalysis; tetrahydropyrans