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Issue 29, 2019
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Traceless point-to-axial chirality exchange in the atropselective synthesis of biaryls/heterobiaryls

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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

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Publication details

The article was received on 06 Jun 2019, accepted on 26 Jun 2019 and first published on 27 Jun 2019


Article type: Review Article
DOI: 10.1039/C9OB01304K
Org. Biomol. Chem., 2019,17, 6952-6963

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    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

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