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Issue 19, 1999
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Highly cis- or trans-selective oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers

Abstract

Low temperature Lewis acid catalysed oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers lead to the corresponding trans-ketones in a highly diastereoselective manner, whereas at higher temperatures the cis-ketones are formed with a high degree of selectivity under thermodynamic control.

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Article type: Paper
DOI: 10.1039/A904891J
Citation: J. Chem. Soc., Perkin Trans. 1, 1999, 2665-2667
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    Highly cis- or trans-selective oxygen to carbon rearrangements of anomerically linked 6-substituted tetrahydropyranyl enol ethers

    D. J. Dixon, S. V. Ley and E. W. Tate, J. Chem. Soc., Perkin Trans. 1, 1999, 2665
    DOI: 10.1039/A904891J

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