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 nov 2016
Accepted
11 jan 2017
First published
13 jan 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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