Exploration of Iron- and α-Ketoglutarate-Dependent Dioxygenases as Practical Biocatalysts in Natural Product Synthesis

Abstract

Catalytic C–H oxidation is a powerful transformation with enormous promise to streamline access to complex molecules. In recent years, biocatalytic C–H oxidation strategies have received tremendous attention due to their potential to address unmet regio- and stereoselectivity challenges that are often encountered with the use of small-molecule-based catalysts. This Account provides an overview of recent contributions from our laboratory in this area, specifically in the use of iron- and α-ketoglutarate-dependent dioxygenases in chemoenzymatic syntheses of complex natural products.

1 Introduction

2 Overview of Natural Oxygenases

3 C5 Hydroxylation of Aliphatic Amino Acids

4 Chemoenzymatic Synthesis of Tambromycin

5 Chemoenzymatic Synthesis of Cepafungin I and Related Analogues

6 Chemoenzymatic Synthesis of GE81112 B1 and Related Analogues

7 Conclusion and Future Direction

Key words

C–H hydroxylation - natural products - biocatalysis - total synthesis - amino acids - oxygenases

Publication History

Received: 11 August 2020

Accepted after revision: 06 September 2020

Article published online:
26 October 2020

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