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Issue 4, 2019
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Efficient synthesis of chiral β-hydroxy sulfones via iridium-catalyzed hydrogenation

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Abstract

A highly efficient Ir/f-Amphol-catalyzed asymmetric hydrogenation of prochiral β-keto sulfones was successfully developed to prepare a series of chiral β-hydroxy sulfones with good to excellent results (62%–>99% conversions, 35%–99% yields and 86%–>99% ee). Our Ir/f-Amphol L4 catalytic system exhibited very high activity; the gram-scale asymmetric hydrogenation was performed well with just 0.005 mol% catalyst loading (S/C = 20 000) to afford the desired product 2a with >99% conversion, 99% yield and 93% ee.

Graphical abstract: Efficient synthesis of chiral β-hydroxy sulfones via iridium-catalyzed hydrogenation

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Publication details

The article was received on 23 Nov 2018, accepted on 28 Dec 2018 and first published on 10 Jan 2019


Article type: Communication
DOI: 10.1039/C8OB02923G
Citation: Org. Biomol. Chem., 2019,17, 785-788
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    Efficient synthesis of chiral β-hydroxy sulfones via iridium-catalyzed hydrogenation

    L. Tao, C. Yin, X. Dong and X. Zhang, Org. Biomol. Chem., 2019, 17, 785
    DOI: 10.1039/C8OB02923G

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