Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 9, Pages 1057-1068Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901344
Keywords
Activation; Bronsted acid; Hydrogen bonding; Lewis acid; (Thio)urea
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Funding
- 2018 Leonardo Grant for Researchers and Cultural Creators, BBVA Foundation
- Ministerio de Economia, Industria y Competitividad [MINECO-FEDER CTQ2016-75816-C2-1-P, CTQ2017-88091-P]
- Gobierno de Aragon-Fondo Social Europeo [E07_17R]
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The obtainment of more active organocatalysts has promoted the search for new modes of activation and new organocatalytic systems. Inspired on the mode of activation of enzymes, organocatalysis has recently focused on the challenge to create an enzyme-like active site giving access to hydrogen-bond donors (HBDs) with enhanced activity. Therefore, the assembly of catalytic species, connected through multiple weak inter- or intramolecular interactions, is a young and emerging topic of research which could become in the future a powerful tool for asymmetric catalysis. In the area of (thio)ureas, different alternatives such as internal hydrogen bonds or the use of an internal or an external Lewis or Bronsted acid assisted catalysts have been developed. The pivotal publications recently reported covering this family of organocatalysts are proof of this importance. This review treats to illustrate these important and scarce examples and to show a plausible mode of activation for each one.
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