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Sequential asymmetric hydrogenation and photoredox chemistry with a single catalyst

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Abstract

An important objective in organic synthesis is the generation of structural complexity in a straightforward and economical fashion. Herein, we address this challenge by reporting a process in which a single chiral iridium catalyst promotes two mechanistically distinct reaction types in a sequential fashion, namely asymmetric hydrogenation (two-electron mechanism) and photoredox chemistry (one-electron mechanism). A variety of chiral alcohols are generated with enantioselectivities of 91–99% ee using a single batch of catalyst added at the beginning of the reaction sequence without any requirement for isolating the reaction intermediates.

Graphical abstract: Sequential asymmetric hydrogenation and photoredox chemistry with a single catalyst

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Publication details

The article was received on 31 Aug 2017, accepted on 21 Sep 2017 and first published on 04 Oct 2017


Article type: Research Article
DOI: 10.1039/C7QO00784A
Citation: Org. Chem. Front., 2017, Advance Article
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    Sequential asymmetric hydrogenation and photoredox chemistry with a single catalyst

    X. Zhang, J. Qin, X. Huang and E. Meggers, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00784A

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