Intermolecular Metal-Catalyzed C–C Coupling of Unactivated Alcohols or Aldehydes for Convergent Ketone Construction beyond Premetalated Reagents
Brian J. Spinello, Zachary H. Strong, Eliezer Ortiz, Madeline M. Evarts, Michael J. Krische
Abstract
Intermolecular metal-catalyzed C‒C couplings of unactivated primary alcohols or aldehydes to form ketones are catalogued. Reactions are classified on the basis of pronucleophile. Protocols involving premetalated reagents or reactants that incorporate directing groups are not covered. These methods represent an emerging alternative to classical multi-step protocols for ketone construction that exploit premetalated reagents, and/or steps devoted to redox manipulations and carboxylic acid derivatization.
Topics & Concepts
KetoneReagentChemistryCatalysisIntermolecular forceDerivatizationCombinatorial chemistryAlcohol oxidationOrganic chemistryCarboxylic acidCoupling reactionRedoxMoleculeHigh-performance liquid chromatographyCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions