4.6 Review

Regiodivergent Organocatalytic Reactions

Journal

CATALYSTS
Volume 11, Issue 8, Pages -

Publisher

MDPI
DOI: 10.3390/catal11081013

Keywords

organocatalysts; regiodivergent; metal-free; Lewis base; NHC; amine catalyst; Bronsted acid; hydrogen bond-donating catalysts; solvent control; temperature control

Funding

  1. National Research Foundation of Korea - Korea government (MSIT) [MRC 2017R1A5A2015541, 2020R1A2C1007346]
  2. National Research Foundation of Korea [2020R1A2C1007346] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Organocatalysts play a crucial role in chemical reactions, allowing for the production of highly enantio- and diastereomeric pure products. Their applications have gained significant attention as they can substitute transition metal catalysts and other toxic reagents, while being cost-effective and environmentally friendly.
Organocatalysts are abundantly used for various transformations, particularly to obtain highly enantio- and diastereomeric pure products by controlling the stereochemistry. These applications of organocatalysts have been the topic of several reviews. Organocatalysts have emerged as one of the very essential areas of research due to their mild reaction conditions, cost-effective nature, non-toxicity, and environmentally benign approach that obviates the need for transition metal catalysts and other toxic reagents. Various types of organocatalysts including amine catalysts, Bronsted acids, and Lewis bases such as N-heterocyclic carbene (NHC) catalysts, cinchona alkaloids, 4-dimethylaminopyridine (DMAP), and hydrogen bond-donating catalysts, have gained renewed interest because of their regioselectivity. In this review, we present recent advances in regiodivergent reactions that are governed by organocatalysts. Additionally, we briefly discuss the reaction pathways of achieving regiodivergent products by changes in conditions such as solvents, additives, or the temperature.

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