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Issue 4, 2017
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Iridium catalysts with modular axial-unfixed biphenyl phosphine–oxazoline ligands: asymmetric hydrogenation of α,β-unsaturated carboxylic acids

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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

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Publication details

The article was received on 01 Nov 2016, accepted on 11 Jan 2017 and first published on 13 Jan 2017


Article type: Research Article
DOI: 10.1039/C6QO00677A
Citation: Org. Chem. Front., 2017,4, 627-630
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    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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