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Hydrogen Bonding and Internal or External Lewis or Brønsted Acid Assisted (Thio)urea Catalysts
Author(s) -
Gimeno M. Concepción,
Herrera Raquel P.
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901344
Subject(s) - chemistry , thio , organocatalysis , hydrogen bond , intramolecular force , lewis acids and bases , catalysis , brønsted–lowry acid–base theory , combinatorial chemistry , active site , stereochemistry , organic chemistry , enantioselective synthesis , molecule
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 Brønsted 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.