Recent Progress and Applications of Transition-Metal-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of Ketones and Imines through Dynamic Kinetic Resolution

Abstract

Based on the ever-increasing demand for enantiomerically pure compounds, the development of efficient, atom-economical, and sustainable methods to produce chiral alcohols and amines is a major concern. Homogeneous asymmetric catalysis with transition-metal complexes including asymmetric hydrogenation (AH) and transfer hydrogenation (ATH) of ketones and imines through dynamic kinetic resolution (DKR) allowing the construction of up to three stereogenic centers is the main focus of the present short review, emphasizing the development of new catalytic systems combined to new classes of substrates and their applications as well.

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 Esters

2.4 Imine Derivatives

3 Asymmetric Transfer Hydrogenation via Dynamic Kinetic Resolution

3.1 α-Substituted Ketones

3.2 α-Substituted β-Keto Esters, Amides, and Sulfonamides

3.3 α,β-Disubstituted Cyclic Ketones

3.4 β-Substituted Ketones

3.5 Imine Derivatives

4. Conclusion

Key words

asymmetric hydrogenation - asymmetric transfer hydrogenation - dynamic kinetic resolution - chiral alcohols - chiral amines - enantioselectivity - diastereoselectivity

Publication History

Received: 19 June 2020

Accepted after revision: 22 July 2020

Article published online:
06 October 2020

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