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Issue 9, 2016
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Palladium catalyzed direct benzylation/allylation of malonates with alcohols – in situ C–O bond activation

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Abstract

High step- and atom-economy are the endlessly pursued in organic and pharmaceutical syntheses. Herein, a new method for directly coupling benzyl/allyl alcohols with malonates via a palladium catalyzed Tsuji–Trost type reaction was developed. The reaction was carried out in an organic carbonate solvent which would activate alcohols in situ, replacing the traditional pre-synthesized carbonates. The new process demonstrated high efficiency, high selectivity and high generality. A wide variety of mono-substituted and bis-substituted malonates were selectively produced under different conditions, and this method represents a more step- and atom-economical and environmentally benign synthetic protocol.

Graphical abstract: Palladium catalyzed direct benzylation/allylation of malonates with alcohols – in situ C–O bond activation

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Publication details

The article was received on 18 Jan 2016, accepted on 07 Mar 2016 and first published on 07 Mar 2016


Article type: Communication
DOI: 10.1039/C6GC00163G
Citation: Green Chem., 2016,18, 2638-2641

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    Palladium catalyzed direct benzylation/allylation of malonates with alcohols – in situ C–O bond activation

    X. Cao and Y. Zhang, Green Chem., 2016, 18, 2638
    DOI: 10.1039/C6GC00163G

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