Intramolecular Friedel–Crafts alkylation with a silylium-ion-activated cyclopropyl group: formation of tricyclic ring systems from benzyl-substituted vinylcyclopropanes and hydrosilanes
Tao He, Guoqiang Wang, Peng‐Wei Long, Sebastian Kemper, Elisabeth Irran, Hendrik F. T. Klare, Martin Oestreich
Abstract
Downstream to alkene hydrosilylation, the opening of the cyclopropane ring in benzyl-substituted VCPs is interlinked with an S E Ar of the aryl group.
Topics & Concepts
CyclopropaneChemistryIntramolecular forceRing (chemistry)Friedel–Crafts reactionTricyclicAlkylationArylGroup (periodic table)Medicinal chemistryAlkeneHydrosilylationStereochemistryOrganic chemistryAlkylCatalysisOrganoboron and organosilicon chemistryCyclopropane Reaction MechanismsAsymmetric Synthesis and Catalysis