title: Copper-free asymmetric allylic alkylation of trisubstituted cyclic allyl bromides using Grignard reagents.
abstract: AAA: The asymmetric allylic alkylation (AAA) of trisubstituted cyclic allyl bromides with Grignard reagents is catalytic (2 mol % of ligand) and regioselective (SN 2'/SN 2=91:9→100:0). The quaternary carbon centers are formed with good to high enantioselectivity (e.r.=81.5:19.5→96:4).
authors.affiliation: Department of Organic Chemistry, University of Geneva, Quai Ernest Ansermet 30, 1211 Geneva (Switzerland).
authors.forename: David
authors.initials: D
authors.lastname: Grassi
authors.forename: Alexandre
authors.initials: A
authors.lastname: Alexakis
keywords: Grignard reaction; allyl bromides; asymmetric catalysis; diaminocarbenes; quaternary stereocenters