Issue 3, 2012

Aromatic hydroxyl group—a hydrogen bonding activator in bifunctional asymmetric organocatalysis

Abstract

Recent progress in asymmetric catalysis has contributed to the development of a diverse range of chiral organocatalysts that differ in their origin, structure and mode of activation. The bifunctional organocatalysts bearing aromatic hydroxyl (or phenolic) groups have emerged as a privileged class of organocatalyst. In these bifunctional organocatalysts, the aromatic hydroxyl group functions as a weak Brønsted acid or hydrogen bonding site and a nucleophilic or basic moiety such as amine and phosphine serve as a base or hydrogen bond acceptor. The bifunctional organocatalysts having these moieties have not been reviewed. In this review we are presenting the asymmetric transformations catalyzed by the bifunctional organocatalyst bearing an aromatic hydroxyl group.

Graphical abstract: Aromatic hydroxyl group—a hydrogen bonding activator in bifunctional asymmetric organocatalysis

Article information

Article type
Review Article
Submitted
11 ⴽⵜⵓ 2011
Accepted
02 ⵏⵓⵡ 2011
First published
02 ⴷⵓⵊ 2011

RSC Adv., 2012,2, 737-758

Aromatic hydroxyl group—a hydrogen bonding activator in bifunctional asymmetric organocatalysis

P. Chauhan and S. S. Chimni, RSC Adv., 2012, 2, 737 DOI: 10.1039/C1RA00872B

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