Ligand-Enabled Regio- and/or Stereoselective Hydroboration of Alkenes

Abstract

AbstractAlkylboronic acids are widely used in medicinal chemistry, material sciences, and organic synthesis. Accordingly, a large number of methods have been developed for the regio- and stereo-selective synthesis of these structures. Transition-metal-catalyzed hydroboration of alkenes is one of the most convenient and direct methods. However, the stereoselective hydroboration of heteroatom-substituted alkenes and regioselective hydroboration of aliphatic internal alkenes are still challenging. In this account, we emphasize our recent work on ligand-enabled transition-metal-catalyzed regio- and/or stereoselective hydroboration of alkenes, including copper-catalyzed asymmetric hydroboration of β-amidoacrylonitriles, β-amidoacrylate esters, indole-3-carboxylates, and iridium-catalyzed distal hydroboration of aliphatic internal alkenes.1 Introduction2 Copper-Catalyzed Asymmetric Hydroboration of Enamine Derivatives3 Iridium-Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes4 Conclusion