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Issue 88, 2014
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A cation-directed two-component cascade approach to enantioenriched pyrroloindolines

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Abstract

A cascade approach to complex pyrroloindolines bearing all-carbon quaternary stereocentres has been developed. This two-component process uses a chiral ammonium salt to control diastereo- and enantioselectivity in the addition of isocyanides to functionalized alkenes to afford pyrroloindolines with up to three stereocentres. A mechanistic proposal involving intramolecular hydrogen bond activation of the isocyanide is described.

Graphical abstract: A cation-directed two-component cascade approach to enantioenriched pyrroloindolines

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Publication details

The article was received on 25 Aug 2014, accepted on 15 Sep 2014 and first published on 15 Sep 2014


Article type: Communication
DOI: 10.1039/C4CC06683A
Citation: Chem. Commun., 2014,50, 13585-13588
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    A cation-directed two-component cascade approach to enantioenriched pyrroloindolines

    J. R. Wolstenhulme, A. Cavell, M. Gredičak, R. W. Driver and M. D. Smith, Chem. Commun., 2014, 50, 13585
    DOI: 10.1039/C4CC06683A

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