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Issue 13, 2011
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A general synthetic approach to the amnesic shellfish toxins: total synthesis of (−)-isodomoic acid B, (−)-isodomoic acid E and (−)-isodomoic acid F

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Abstract

The alkynylpyrrolidine 4 was made via a dearomatising cyclisation of an aromatic amide, and was elaborated by stannylcupration and palladium-catalysed coupling to achieve the first total synthesis of three members of the isodomoic acid family; the same alkyne can be envisaged as a precursor to several more of this class of amnesic shellfish toxins.

Graphical abstract: A general synthetic approach to the amnesic shellfish toxins: total synthesis of (−)-isodomoic acid B, (−)-isodomoic acid E and (−)-isodomoic acid F

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Publication details

The article was received on 04 Jan 2011, accepted on 31 Jan 2011 and first published on 24 Feb 2011


Article type: Communication
DOI: 10.1039/C1CC00048A
Citation: Chem. Commun., 2011,47, 3745-3747
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    A general synthetic approach to the amnesic shellfish toxins: total synthesis of (−)-isodomoic acid B, (−)-isodomoic acid E and (−)-isodomoic acid F

    G. Lemière, S. Sedehizadeh, J. Toueg, N. Fleary-Roberts and J. Clayden, Chem. Commun., 2011, 47, 3745
    DOI: 10.1039/C1CC00048A

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