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Issue 11, 2013

Prediction of suitable catalyst by 1H NMR: asymmetric synthesis of multisubstituted biaryls by chiral phosphoric acid catalyzed asymmetric bromination

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Abstract

We describe herein the “1H NMR-assisted catalyst screening method,” which enables us to find the suitable catalyst easily and predict enantioselectivity with the same accuracy as the computational method. Based on this method, we constructed multisubstituted biaryls that occur frequently in many biologically active compounds, chiral ligands, and organocatalysts, with excellent enantioselectivities via chiral phosphoric acid-catalyzed asymmetric bromination.

Graphical abstract: Prediction of suitable catalyst by 1H NMR: asymmetric synthesis of multisubstituted biaryls by chiral phosphoric acid catalyzed asymmetric bromination

Supplementary files

Article information


Submitted
01 Aug 2013
Accepted
06 Aug 2013
First published
09 Aug 2013

Chem. Sci., 2013,4, 4235-4239
Article type
Edge Article

Prediction of suitable catalyst by 1H NMR: asymmetric synthesis of multisubstituted biaryls by chiral phosphoric acid catalyzed asymmetric bromination

K. Mori, Y. Ichikawa, M. Kobayashi, Y. Shibata, M. Yamanaka and T. Akiyama, Chem. Sci., 2013, 4, 4235 DOI: 10.1039/C3SC52142G

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