Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols

Strained alcohols have featured prominently in a wide array of transition-metal-catalyzed cross-coupling reactions, but methods involving cyclopropanols have only been developed relatively recently. In this account, we describe our group’s work in this area, and we provide a concise summary of other palladium-catalyzed methods for C–C bond-forming reactions using cyclopropanols. 1 Introduction 2 Cross-Coupling Reactions Using Strained Tertiary Alcohols 3 Base- or Acid-Mediated Ring-Opening Reactions of Strained Alcohols 4 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols 4.1 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols with Aryl Halides 4.2 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols with Benzyl Halides 4.3 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols with Acyl Halides 4.4 Direct Arylation Using Cyclopropanol-Derived Palladium Homo­enolates 4.5 Synthesis of Quinolines from Cyclopropanols 5 Conclusions