Enantioconvergent alkylation of ketones with racemic secondary alcohols <i>via</i> hydrogen borrowing catalysis
Daniella Cheang, Roly J. Armstrong, Wasim M. Akhtar, Timothy J. Donohoe
Abstract
An enantioconvergent method for the alkylation of o-disubstituted aryl ketones with racemic secondary alcohols is described. This process is mediated by a commercially available iridium catalyst and proceeds via hydrogen borrowing catalysis. The highly enantioenriched β-substituted ketone products were readily cleaved to a wide range of functional groups via retro-Friedel-Crafts acylation.
Topics & Concepts
AlkylationChemistryCatalysisOrganic chemistryHydrogenAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisCatalytic C–H Functionalization Methods