Chiral Diol-Based Organocatalysts in Enantioselective Reactions
Autor: | Po-An Chen, Truong N. Nguyen, Krit Setthakarn, Jeremy A. May |
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Rok vydání: | 2018 |
Předmět: |
inorganic chemicals
Diol Chemistry Organic diol catalyst Pharmaceutical Science conjugate addition Naphthols Review Naphthalenes Tartrate 010402 general chemistry 01 natural sciences Catalysis Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry Drug Discovery polycyclic compounds heterocyclic compounds Physical and Theoretical Chemistry Tartrates allylation Lewis Acids organoboronates Molecular Structure 010405 organic chemistry organic chemicals Aryl Organic Chemistry Enantioselective synthesis asymmetric catalysis Stereoisomerism BINOL Combinatorial chemistry 0104 chemical sciences TADDOL chemistry organocatalysts Chemistry (miscellaneous) Organocatalysis Reagent Tartaric acid Molecular Medicine |
Zdroj: | Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry Molecules, Vol 23, Iss 9, p 2317 (2018) |
ISSN: | 1420-3049 |
Popis: | Organocatalysis has emerged as a powerful synthetic tool in organic chemistry in the last few decades. Among various classes of organocatalysis, chiral diol-based scaffolds, such as BINOLs, VANOLs, and tartaric acid derivatives, have been widely used to induce enantioselectivity due to the ability of the hydroxyls to coordinate with the Lewis acidic sites of reagents or substrates and create a chiral environment for the transformation. In this review, we will discuss the applications of these diol-based catalysts in different types of reactions, including the scopes of reactions and the modes of catalyst activation. In general, the axially chiral aryl diol BINOL and VANOL derivatives serve as the most competent catalyst for most examples, but examples of exclusive success using other scaffolds, herein, suggests that they should not be overlooked. Lastly, the examples, to date, are mainly from tartrate and biaryl diol catalysts, suggesting that innovation may be available from new diol scaffolds. |
Databáze: | OpenAIRE |
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