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Issue 51, 2017
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A highly enantioselective access to chiral chromanones and thiochromanones via copper-catalyzed asymmetric conjugated reduction of chromones and thiochromones

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Abstract

The chromanone scaffold is a privileged structure in heterocyclic chemistry and drug discovery. A highly efficient copper-catalyzed asymmetric conjugated reduction of chromones is developed to give chiral chromanones with good yields (80–99%) and excellent ee values (94–>99% ee). Particularly noteworthy is that chiral thiochromanones are also constructed using this method in 74–87% yields with 96–97% ee. The established asymmetric synthesis paves the way for their further pharmaceutical studies.

Graphical abstract: A highly enantioselective access to chiral chromanones and thiochromanones via copper-catalyzed asymmetric conjugated reduction of chromones and thiochromones

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Publication details

The article was received on 22 May 2017, accepted on 31 May 2017 and first published on 31 May 2017


Article type: Communication
DOI: 10.1039/C7CC03939E
Citation: Chem. Commun., 2017,53, 6844-6847
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    A highly enantioselective access to chiral chromanones and thiochromanones via copper-catalyzed asymmetric conjugated reduction of chromones and thiochromones

    D. Xiong, W. Zhou, Z. Lu, S. Zeng and J. (. Wang, Chem. Commun., 2017, 53, 6844
    DOI: 10.1039/C7CC03939E

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