Issue 29, 2019

Traceless point-to-axial chirality exchange in the atropselective synthesis of biaryls/heterobiaryls

Abstract

Traceless point-to-axial chirality exchange is a growing method for the preparation of axially chiral biaryls/heterobiaryls. During the exchange, stereogenic centers are destroyed and a chiral axis is simultaneously created. Highly functionalized enantiopure biaryls/heterobiaryls including those containing furanyl, thiophenyl, or pyrrolyl moieties with low rotation barriers have been prepared using this strategy with high levels of chirality transfer. The method is necessary for providing access to novel ligands, catalysts, natural products and active drugs having chiral axes. This review focuses on the chirality exchange approach for the formation of axially chiral biaryls/heterobiaryls and stereochemical models for the control of atropselectivity up to April 2019.

Graphical abstract: Traceless point-to-axial chirality exchange in the atropselective synthesis of biaryls/heterobiaryls

Article information

Article type
Review Article
Submitted
06 Jun 2019
Accepted
26 Jun 2019
First published
27 Jun 2019

Org. Biomol. Chem., 2019,17, 6952-6963

Traceless point-to-axial chirality exchange in the atropselective synthesis of biaryls/heterobiaryls

T. T. Nguyen, Org. Biomol. Chem., 2019, 17, 6952 DOI: 10.1039/C9OB01304K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements