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Issue 4, 2017
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Asymmetric hydrogenation of α-hydroxy ketones with an iridium/f-amphox catalyst: efficient access to chiral 1,2-diols

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Abstract

We successfully applied tridentate f-amphox ligands to the iridium-catalytic asymmetric hydrogenation of various α-hydroxy ketones to afford the corresponding chiral 1,2-diols with excellent results (almost all products up to 99% yield and >99% ee). The resulting chiral 1,2-diols and their derivatives are important synthetic and pharmaceutical intermediates. Our catalytic system displayed extremely high activity, achieving up to 1 000 000 turnover number (TON). The great performance of this asymmetric hydrogenation makes the preparation of various chiral 1,2-diols highly practical with great potential.

Graphical abstract: Asymmetric hydrogenation of α-hydroxy ketones with an iridium/f-amphox catalyst: efficient access to chiral 1,2-diols

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Publication details

The article was received on 14 Dec 2016, accepted on 06 Jan 2017 and first published on 09 Jan 2017


Article type: Research Article
DOI: 10.1039/C6QO00810K
Citation: Org. Chem. Front., 2017,4, 555-559
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    Asymmetric hydrogenation of α-hydroxy ketones with an iridium/f-amphox catalyst: efficient access to chiral 1,2-diols

    W. Wu, Y. Xie, P. Li, X. Li, Y. Liu, X. Dong and X. Zhang, Org. Chem. Front., 2017, 4, 555
    DOI: 10.1039/C6QO00810K

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