Stereocontrolled intermolecular radical additions to methylidenepiperazine-2,5-diones

Christina L.L. Chai, Alison R. King

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    21 Citations (Scopus)

    Abstract

    The use of latent amino acid functionalities for the syntheses of methylidenepiperazine-2,5-diones is reported. These pipérazinediones are potential chiral templates in the synthesis of functionalised piperazinediones and amino acids. Carbon-carbon bond formation utilising radical addition reactions between the methylidenepiperazinediones and a number of alkyl radicals resulted in good yields of the addition adduct. Moderate to high diastereoselectivities \vereobservedandfactorscontrollingthechiralinductionarediscussedhere.

    Original languageEnglish
    Pages (from-to)1173-1182
    Number of pages10
    JournalJournal of the Chemical Society, Perkin Transactions 1
    Issue number9
    DOIs
    Publication statusPublished - 1999

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