10.1021/ol048030k.s001 Stéphane Quideau Stéphane Quideau Isabelle Fabre Isabelle Fabre Denis Deffieux Denis Deffieux First Asymmetric Synthesis of Orthoquinone Monoketal Enantiomers via Anodic Oxidation American Chemical Society 2004 First Asymmetric Synthesis aryl methyl ethers stereoisomer Orthoquinone Monoketal Enantiomers dimethyl ketal unit utility chiral ethanol unit nucleophilic addition reactions anodic oxidation synthesis synthon orthoquinone monoketals monohydrolysi diastereoselective manner screening arene orthoquinone bisketals attachment point Anodic Oxidation 2004-11-25 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/First_Asymmetric_Synthesis_of_Orthoquinone_Monoketal_Enantiomers_via_Anodic_Oxidation/3314617 An asymmetric synthesis of orthoquinone monoketals was accomplished using anodic oxidation to convert aryl methyl ethers bearing a chiral ethanol unit into orthoquinone bisketals, followed by monohydrolysis of their dimethyl ketal unit. All four possible stereoisomers were generated in a diastereoselective manner by varying the attachment point of the chiral <i>pro</i>-ketal alcoholic auxiliary to the starting arene. A preliminary screening of subsequent nucleophilic addition reactions confirmed the potential utility of these synthons in asymmetric synthesis.