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Issue 9, 1999
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Stereocontrolled intermolecular radical additions to methylidenepiperazine-2,5-diones

Abstract

The use of latent amino acid functionalities for the syntheses of methylidenepiperazine-2,5-diones is reported. These piperazinediones 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 were observed and factors controlling the chiral induction are discussed here.

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Article type: Paper
DOI: 10.1039/A900771G
J. Chem. Soc., Perkin Trans. 1, 1999, 1173-1182

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

    C. L. L. Chai and A. R. King, J. Chem. Soc., Perkin Trans. 1, 1999, 1173
    DOI: 10.1039/A900771G

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