Open Access
CC BY-NC-ND 4.0 · SynOpen 2020; 04(04): 107-115
DOI: 10.1055/s-0040-1705981
review

Challenging Atroposelective C–H Arylation

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Abstract

Atropisomeric molecules are privileged scaffolds, not only as ligands for asymmetric synthesis, but also as biologically active products and advanced materials. Although very attractive from a sustainability viewpoint, the direct construction of the stereogenic axis through asymmetric C–H arylation is very challenging and consequently only a few examples have been reported. This short review summarizes these very recent results on the atropo-enantio or diastereo­selective synthesis of atropisomeric (hetero)biaryl molecules; transformations during which the Ar–Ar atropisomeric axis is formed during the C–H activation process.

1 Introduction

2 Atropo-enantioselective Intermolecular Pd-Catalyzed C–H Arylation of Thiophene Derivatives

3 Atropodiastereoselective Intermolecular Pd-Catalyzed C–H Arylation towards Terphenyl Scaffolds Bearing Two Atropisomeric Axes

4 Atropo-enantioselective Intramolecular Pd-Catalyzed C–H Arylation towards Atropisomeric Benzodiazepinones

5 Atropo-enantioselective Intermolecular Pd-Catalyzed C–H Arylation of Heteroarenes

6 Rh-Catalyzed Atropo-enantioselective C–H Arylation of Diazonaphthoquinones

7 Conclusion



Publikationsverlauf

Eingereicht: 28. September 2020

Angenommen nach Revision: 22. Oktober 2020

Artikel online veröffentlicht:
24. November 2020

© 2020. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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