Bioinspired Organocatalytic Asymmetric Reactions
Overview
Chemistry
Affiliations
Several small organic molecule catalysts are reminiscent of natural enzymes in their mode of action and substrate interaction/activation. This striking similarity has been a great source of inspiration for the development of new organocatalytic asymmetric processes. A few representative examples, mostly dealing with catalysts interacting through multiple hydrogen-bonds (synthetic oxyanion holes), are highlighted in this perspective.
Enantioselective organocatalytic strategies to access noncanonical α-amino acids.
Pecchini P, Fochi M, Bartoccini F, Piersanti G, Bernardi L Chem Sci. 2024; 15(16):5832-5868.
PMID: 38665517 PMC: 11041364. DOI: 10.1039/d4sc01081g.
Das T, Rodriguez Trevino A, Pandiri S, Irvankoski S, Siito-Nen J, Rodriguez S Green Chem. 2023; 25(2):746-754.
PMID: 37637778 PMC: 10457099. DOI: 10.1039/d2gc04315g.
Harnessing Conformational Plasticity to Generate Designer Enzymes.
Crean R, Gardner J, Kamerlin S J Am Chem Soc. 2020; 142(26):11324-11342.
PMID: 32496764 PMC: 7467679. DOI: 10.1021/jacs.0c04924.
Amine-Catalyzed Decarboxylative Aldol Reaction of β-Ketocarboxylic Acids with Trifluoropyruvates.
Kawanishi R, Hattori S, Iwasa S, Shibatomi K Molecules. 2019; 24(15).
PMID: 31366138 PMC: 6695914. DOI: 10.3390/molecules24152773.
Featherston A, Shugrue C, Mercado B, Miller S ACS Catal. 2019; 9(1):242-252.
PMID: 31007966 PMC: 6467539. DOI: 10.1021/acscatal.8b04132.