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Review on Recent Developments in Biocatalysts for Friedel–Crafts Reactions

Cite this: ACS Catal. 2022, 12, 17, 10742–10763
Publication Date (Web):August 17, 2022
https://doi.org/10.1021/acscatal.2c01134
Copyright © 2022 American Chemical Society

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    Abstract

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    The Friedel–Crafts (F–C) reaction has been a fundamental pillar of both academic and industrial synthetic organic chemistry since its discovery in 1873. Its success is based on the versatility and applicability of F–C reactions for a wide range of substrates, and there have been an impressive number of publications and patents describing catalytic F–C reaction methods. The asymmetric version of the reaction was discovered about 100 years after the seminal work by Friedel and Crafts and has become a major area of research. While chemical methods with much-improved efficacies and scopes have been discovered, F–C reactions still suffer from limitations. Biocatalysis has the potential to be the best solution to this challenge because of the excellent selectivity (enantio-, chemo-, and regioselectivity) displayed by enzymes. In the last two decades, advancements in molecular biology techniques, bioinformatics, high-throughput screening, directed evolution, and process scale-up have led to biocatalysis becoming a mature field. It is therefore not surprising that researchers around the globe have developed several biocatalysts for asymmetric F–C reactions. Herein, we review recent developments in the design and use of catalytic and stereoselective strategies for performing the asymmetric F–C reactions.

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    Cited By

    This article is cited by 6 publications.

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    2. Yuwei Xia, Guoliang Zhu, Xingwang Zhang, Shengying Li, Lei Du, Weiming Zhu. Biosynthesis of 4-Acyl-5-aminoimidazole Alkaloids Featuring a New Friedel–Crafts Acyltransferase. Journal of the American Chemical Society 2023, 145 (48) , 26308-26317. https://doi.org/10.1021/jacs.3c09522
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