Recent Developments in Asymmetric Hydrogenation and Transfer Hydrogenation of Ketones and Imines through Dynamic Kinetic Resolution

Abstract

The transition-metal-catalyzed asymmetric transfer hydrogenation (ATH) and asymmetric hydrogenation (AH) of α- and β-substituted ketone or imine derivatives are efficient methods for accessing chiral alcohols or amines bearing up to three stereogenic centers through a dynamic kinetic resolution (DKR) process. This review provides a summary of recent work in this field, focusing on the development of new catalytic systems and on the extension of these asymmetric reductions to new classes of substrates. 1 Introduction 2 Asymmetric Hydrogenation via Dynamic Kinetic Resolution 2.1 α-Substituted Ketones 2.2. α-Substituted β-Keto Esters and Amides 2.3 α-Substituted β-Keto Phosphonates and Sulfones 2.4 α,α′-Disubstituted Cyclic Ketones 2.5 α,β-Disubstituted Cyclic Ketones 2.6 Imine Derivatives 3 Asymmetric Transfer Hydrogenation via Dynamic Kinetic Resolution 3.1 α-Substituted β-Diketones and Ketones 3.2 α-Substituted β-Keto Esters, Amides and Phosphonates 3.3 β-Substituted α-Keto Esters and Phosphonates 3.4 β-Substituted γ-Keto Esters 3.5 β-Alkoxy Ketones 3.6 Imine Derivatives 4 Conclusion