title: DFT study on the factors determining the enantioselectivity of Friedel-Crafts reactions of indole with N-acyl and N-tosylimines catalyzed by BINOL-phosphoric acid derivatives.
abstract: DFT methods have been used to study the mechanism and the enantioselectivity of the Friedel-Crafts reaction of indoles with acyl and tosyl imides catalyzed by BINOL-phosphoric acid catalysts. The results are in excellent agreement with the experimental enantioselectivities. The energies of the competing transition structures and, thus, the enantioselectivity are rationalized from calculations on a model system. We propose a simple model to predict the absolute configuration of the products.
authors.affiliation: Facultad de Ciencias Químicas, Universidad de Salamanca, Plaza de los Caidos 1-5, Salamanca, E37004, Spain.
authors.forename: Luis
authors.initials: L
authors.lastname: Simón
authors.forename: Jonathan M
authors.initials: JM
authors.lastname: Goodman