Organocatalytic asymmetric formal oxidative coupling for the construction of all-aryl quaternary stereocenters

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

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Author(s)

  • Zhiyang Li
  • Xingguang Li
  • Jianwei Sun

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Detail(s)

Original languageEnglish
Pages (from-to)11793-11798
Journal / PublicationChemical Science
Volume12
Issue number35
Online published29 Jul 2021
Publication statusPublished - 21 Sept 2021

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Abstract

A new catalytic asymmetric formal cross dehydrogenative coupling process for the construction of all-aryl quaternary stereocenters is disclosed, which provides access to rarely explored chiral tetraarylmethanes with excellent enantioselectivity. The suitable oxidation conditions and the hydrogen-bond-based organocatalysis have enabled efficient intermolecular C-C bond formation in an overwhelmingly crowded environment under mild conditions. para-Quinone methides bearing an ortho-directing group serve as the key intermediate. The precise loading of DDQ is critical to the high enantioselectivity. The chiral products have also been demonstrated as promising antiviral agents.

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