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Issue 3, 2017
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Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols

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Abstract

We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80–95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of (−)-preclamol and a chiral 2,5-disubstituted tetrahydropyran.

Graphical abstract: Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols

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Publication details

The article was received on 15 Oct 2016, accepted on 14 Nov 2016 and first published on 15 Nov 2016


Article type: Edge Article
DOI: 10.1039/C6SC04609F
Citation: Chem. Sci., 2017,8, 1811-1814
  • Open access: Creative Commons BY license
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    Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols

    X. Yang, H. Yue, N. Yu, Y. Li, J. Xie and Q. Zhou, Chem. Sci., 2017, 8, 1811
    DOI: 10.1039/C6SC04609F

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