Abstract

The application of DNA-based hybrid catalysts for enantioselective synthesis has recently emerged. These catalysts, self-assembled from DNA and a metal complex with a specific ligand through supramolecular or covalent anchoring strategies, have demonstrated high enantioselectivity in a variety of carbon-carbon or carbon-heteroatom bond-forming reactions and have expanded their role in asymmetric catalysis. In this review, we summarize the advent and significant progress of DNA-based asymmetric catalysis and discuss remaining challenges in using DNA as a chiral scaffold. We hope that this review will inspire many of today’s active scientists in asymmetric catalysis.

Highlights

  • Nature selects only one enantiomer of a molecule to function appositely in a living cell and produces chiral molecules using enzymes that catalyze asymmetric reactions with exquisite selectivity beyond conventional synthetic methods

  • Helical chirality has received attention as a simple and highly organized chiral structure for asymmetric synthesis and significant advances have been reported, earlier workers relied on the use of synthetic helical polymers [10,11,12,13,14,15,16,17]

  • DNA is a promising candidate as a source of chirality in asymmetric catalysis in many respects

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Summary

Introduction

Nature selects only one enantiomer of a molecule to function appositely in a living cell and produces chiral molecules using enzymes that catalyze asymmetric reactions with exquisite selectivity beyond conventional synthetic methods. Taking inspiration from this prowess, many researchers have investigated stereoselective hybrid catalysts that combine the catalytic power of a metal complex with the exquisite chirality of a biomolecule as alternative tools for the synthesis of enantiomerically pure. Helical chirality has received attention as a simple and highly organized chiral structure for asymmetric synthesis and significant advances have been reported, earlier workers relied on the use of synthetic helical polymers [10,11,12,13,14,15,16,17]. We will discuss the advent and the significant progress of DNA-based asymmetric catalysis and highlight the remaining challenges in using DNA as a chiral scaffold

The Advent of DNA Hybrid Catalyst and the Catalyst Design
Carbon-Carbon Bond Forming Reaction
Carbon-Heteroatom Bond Forming Reaction
Stereoinduction Mechanism
Findings
Expanding the Synthetic Capabilities of DNA-Based Asymmetric Catalysis
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