Comparison of Diastereoselective ortho-Metalations and C–H ­Activations of Chiral Ferrocenes

Abstract

Chiral ferrocene derivatives possessing a planar stereogenic unit are important as chiral catalysts and materials. The principle method to obtain 1,2-disubstituted planarly chiral ferrocenes is base-mediated ortho-metalation performed on a chiral ferrocene derivative, typically using organolithium bases. A multitude of chiral ligands and other useful compounds have been synthesized by using this methodology. Newer methodologies employing transition-metal-catalyzed C–H bond activation strategies complement ortho-metalation methods and affords access to different types of planar chiral ferrocene derivatives.

1 Introduction

2 Base-Mediated ortho-Deprotonations

3 Diastereoselective C–H Activations

4 Examples of Enantioselective C–H Activations

5 Conclusions

Key words

asymmetric synthesis - ferrocene - planar chirality - ortho-metalation - C–H activation

Publication History

Received: 20 April 2023

Accepted after revision: 09 May 2023

Accepted Manuscript online:
09 May 2023

Article published online:
16 June 2023

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