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Issue 0, 1973
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Nucleophilic displacement by hydrogen carbonate anion, and its implications in the oxidation of alkyl toluene-p-sulphonates with dimethyl sulphoxide–sodium hydrogen carbonate

Abstract

Hydrogen carbonate anion is shown to be a more effective nucleophile than dimethyl sulphoxide in reactions with c-3-hydroxy-2-methyl-4-p-tolylnorbornan-r-2-ylmethyl toluene-p-sulphonate (I) and with 3-hydroxy-2,2-dimethyl-3-phenylpropyl toluene-p-sulphonate (IX; R = Ts). The elements of carbon dioxide are retained in the product as a cyclic carbonate system.

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Article type: Paper
DOI: 10.1039/P19730002694
J. Chem. Soc., Perkin Trans. 1, 1973, 2694-2697

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    Nucleophilic displacement by hydrogen carbonate anion, and its implications in the oxidation of alkyl toluene-p-sulphonates with dimethyl sulphoxide–sodium hydrogen carbonate

    N. Bosworth, P. Magnus and R. Moore, J. Chem. Soc., Perkin Trans. 1, 1973, 2694
    DOI: 10.1039/P19730002694

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