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Synthesis and Intramolecular 1,3 Cl,H Disproportionation of Ethyl 2,2-Dichloro-2-(dimethylamino)-acetate

Authors

  • Lic. Chem. Fabienne Huys,

    1. Laboratoire de Chimie Organique, Université de Louvain Place Louis Pasteur 1, B-1348 Louvain-la-Neuve (Belgium)
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  • Dipl.-Ing. Robert Merényi,

    1. Laboratoire de Chimie Organique, Université de Louvain Place Louis Pasteur 1, B-1348 Louvain-la-Neuve (Belgium)
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  • Dr. Zdenek Janousek,

    1. Laboratoire de Chimie Organique, Université de Louvain Place Louis Pasteur 1, B-1348 Louvain-la-Neuve (Belgium)
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  • Dr. Lucien Stella,

    1. Laboratoire de Chimie Organique, Université de Louvain Place Louis Pasteur 1, B-1348 Louvain-la-Neuve (Belgium)
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  • Prof. Dr. Heinz Günter Viehe

    Corresponding author
    1. Laboratoire de Chimie Organique, Université de Louvain Place Louis Pasteur 1, B-1348 Louvain-la-Neuve (Belgium)
    • Laboratoire de Chimie Organique, Université de Louvain Place Louis Pasteur 1, B-1348 Louvain-la-Neuve (Belgium)
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  • Capto-dative Substituent Effects, Part 3.—Part 2: ref. [2b].

Abstract

original image

Compounds having geminal capto-dative substitutents contain a donor and an acceptor group bonded to the same C atom;such substitution stabilizes radicals. Compound (1) is an example; its remarkable Cl,H disproportionation to give the glyoxalic ester derivative (2) probably proceeds via a radical.

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