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Issue 8, 1991
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Phosphonic systems. Part 3. Diethyl prop-2-enylphosphonate, a new and versatile substrate in carbon–carbon bond formation

Abstract

The reactions of lithiated diethyl prop-2-enylphosphonate with α,β-unsaturated ketones and carboxylic esters are described. In simple cases the conjugate addition of the lithium phosphonate via its α- or γ-carbon atom has been observed. In most cases, however, the phosphonate salt has been shown to act as a γ-donor, and a β-acceptor, yielding, in a sequence of reactions, carbocyclic products containing two (or three) new carbon–carbon bonds.

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Article type: Paper
DOI: 10.1039/P19910001875
J. Chem. Soc., Perkin Trans. 1, 1991, 1875-1879

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    Phosphonic systems. Part 3. Diethyl prop-2-enylphosphonate, a new and versatile substrate in carbon–carbon bond formation

    A. M. M. M. Phillips and T. A. Modro, J. Chem. Soc., Perkin Trans. 1, 1991, 1875
    DOI: 10.1039/P19910001875

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