Issue 4, 2017

Iridium catalysts with modular axial-unfixed biphenyl phosphine–oxazoline ligands: asymmetric hydrogenation of α,β-unsaturated carboxylic acids

Abstract

A series of highly modular chiral axial-unfixed biphenyl phosphine–oxazoline ligands were developed via a simple synthetic route using readily available (S)-(+)-2-phenylglycinol as a starting material. Modular oxazoline motifs can be efficiently constructed through various easily accessible carboxylic acids. These ligands were successfully applied to Ir-catalyzed asymmetric hydrogenation of α,β-unsaturated carboxylic acids to afford chiral α-substituted carboxylic acids with excellent results (up to 97% ee, 98% yield, 2000 TON).

Graphical abstract: Iridium catalysts with modular axial-unfixed biphenyl phosphine–oxazoline ligands: asymmetric hydrogenation of α,β-unsaturated carboxylic acids

Associated articles

Supplementary files

Article information

Article type
Research Article
Submitted
01 11 2016
Accepted
11 1 2017
First published
13 1 2017

Org. Chem. Front., 2017,4, 627-630

Iridium catalysts with modular axial-unfixed biphenyl phosphine–oxazoline ligands: asymmetric hydrogenation of α,β-unsaturated carboxylic acids

Q. Wang, Z. Zhang, C. Chen, H. Yang, Z. Han, X. Dong and X. Zhang, Org. Chem. Front., 2017, 4, 627 DOI: 10.1039/C6QO00677A

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