Selective Construction of Quaternary Stereocentres in Radical Cyclisation Cascades triggered by electron-transfer reduction of amide-type carbonyls

Huanming Huang, Pablo Bonilla Dominguez, David Procter

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    Abstract

    Radical–radical cyclisation cascades, triggered by single-electron-transfer to amide-type carbonyls using SmI2–H2O–LiBr, result in the selective construction of quaternary carbon stereocentres. The cascades deliver tricyclic barbiturates with four stereocentres in good yield and with excellent diastereocontrol.
    Original languageEnglish
    Pages (from-to)4159-4164
    Number of pages6
    JournalOrganic and Biomolecular Chemistry
    Volume15
    Early online date12 Apr 2017
    DOIs
    Publication statusPublished - 2017

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