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Recent Developments and Trends in Asymmetric Organocatalysis

Overview
Specialty Biochemistry
Date 2023 Apr 17
PMID 37065706
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Abstract

Asymmetric organocatalysis has experienced a long and spectacular way since the early reports over a century ago by von Liebig, Knoevenagel and Bredig, showing that small (chiral) organic molecules can catalyze (asymmetric) reactions. This was followed by impressive first highly enantioselective reports in the second half of the last century, until the hype initiated in 2000 by the milestone publications of MacMillan and List, which finally culminated in the 2021 Nobel Prize in Chemistry. This short Perspective aims at providing a brief introduction to the field by first looking on the historical development and the more classical methods and concepts, followed by discussing selected advanced recent examples that opened new directions and diversity within this still growing field.

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References
1.
Maity A, Frey B, Hoskinson N, Powers D . Electrocatalytic C-N Coupling via Anodically Generated Hypervalent Iodine Intermediates. J Am Chem Soc. 2020; 142(11):4990-4995. DOI: 10.1021/jacs.9b13918. View

2.
Huang Y, Walji A, Larsen C, MacMillan D . Enantioselective organo-cascade catalysis. J Am Chem Soc. 2005; 127(43):15051-3. DOI: 10.1021/ja055545d. View

3.
Sideri I, Voutyritsa E, Kokotos C . Photoorganocatalysis, small organic molecules and light in the service of organic synthesis: the awakening of a sleeping giant. Org Biomol Chem. 2018; 16(25):4596-4614. DOI: 10.1039/c8ob00725j. View

4.
Chen D, Han Z, Zhou X, Gong L . Asymmetric organocatalysis combined with metal catalysis: concept, proof of concept, and beyond. Acc Chem Res. 2014; 47(8):2365-77. DOI: 10.1021/ar500101a. View

5.
Ghosh M, Shinde V, Rueping M . A review of asymmetric synthetic organic electrochemistry and electrocatalysis: concepts, applications, recent developments and future directions. Beilstein J Org Chem. 2019; 15:2710-2746. PMC: 6880813. DOI: 10.3762/bjoc.15.264. View