Iron-Catalyzed α-Alkylation of Ketones with Secondary Alcohols: Access to β-Disubstituted Carbonyl Compounds
Léo Bettoni, Sylvain Gaillard, Jean‐Luc Renaud
Abstract
An iron-catalyzed borrowing hydrogen strategy has been applied in the synthesis of β-branched carbonyl compounds. Various secondary benzylic and aliphatic alcohols have been used as alkylating reagents under mild reaction conditions. The ketones have been isolated in good to excellent yield. Deuterium labeling experiments provide evidence that the alcohol is the hydride source in this reaction and that no reversible step or hydrogen/deuterium scrambling takes place during the process.
Topics & Concepts
ChemistryReagentCatalysisYield (engineering)AlcoholHydrideAlkylationOrganic chemistryHydrogenKetoneDeuteriumPrimary (astronomy)Alcohol oxidationCombinatorial chemistryPhysicsMaterials scienceQuantum mechanicsMetallurgyAstronomyAsymmetric Hydrogenation and CatalysisCarbon dioxide utilization in catalysisChemical Synthesis and Analysis