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Carbene-catalyzed enantioselective oxidative coupling of enals and di(hetero)arylmethanes

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Abstract

Di(hetero)arylmethane is a unique structural motif for natural and synthetic functional molecules. To date, it remains challenging to functionalize the diaryl methyl sp3 carbon–hydrogen bond directly in an enantioselective manner. This is likely due to the relatively inert nature of the carbon–hydrogen bond and the difficult enantiofacial discrimination of two sterically similar aryl substituents. Here we disclose an N-heterocyclic carbene-catalyzed direct oxidative coupling of enals and di(hetero)arylmethanes. Our method allows for highly enantioselective transformation of diaryl methanes and quick access to benzimidazole fused lactams.

Graphical abstract: Carbene-catalyzed enantioselective oxidative coupling of enals and di(hetero)arylmethanes

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Publication details

The article was received on 05 Aug 2018, accepted on 17 Sep 2018 and first published on 18 Sep 2018


Article type: Edge Article
DOI: 10.1039/C8SC03480J
Citation: Chem. Sci., 2018, Advance Article
  • Open access: Creative Commons BY license
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    Carbene-catalyzed enantioselective oxidative coupling of enals and di(hetero)arylmethanes

    Q. Chen, T. Zhu, P. K. Majhi, C. Mou, H. Chai, J. Zhang, S. Zhuo and Y. R. Chi, Chem. Sci., 2018, Advance Article , DOI: 10.1039/C8SC03480J

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