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Iridium/f-ampha-catalyzed asymmetric hydrogenation of aromatic α-keto esters

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Abstract

We herein report an iridium/f-ampha catalytic system for the asymmetric hydrogenation of aromatic α-keto esters. This method was demonstrated to be efficient in preparing chiral mandelate esters with up to >99% conversion and up to 97% ee. DFT calculations revealed that a quadruple Na+–O ionic interaction is formed to stabilize the transition state. The (S)-isomeric product was favored due to steric hindrance.

Graphical abstract: Iridium/f-ampha-catalyzed asymmetric hydrogenation of aromatic α-keto esters

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Publication details

The article was received on 16 Jan 2018, accepted on 24 Jan 2018 and first published on 24 Jan 2018


Article type: Research Article
DOI: 10.1039/C8QO00047F
Citation: Org. Chem. Front., 2018, Advance Article
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    Iridium/f-ampha-catalyzed asymmetric hydrogenation of aromatic α-keto esters

    G. Gu, T. Yang, J. Lu, J. Wen, L. Dang and X. Zhang, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00047F

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