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Issue 63, 2017
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A DFT mechanistic study of the organocatalytic asymmetric reaction of aldehydes and homophthalic anhydride

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Abstract

The first DFT study of the cycloaddition of benzaldehyde with homophthalic anhydride under the influence of a bifunctional organocatalyst is reported. The catalyst first binds and then deprotonates the anhydride, leading to a squaramide-bound enolate, which then adds to the aldehyde with activation of the electrophile by the catalyst's ammonium ion.

Graphical abstract: A DFT mechanistic study of the organocatalytic asymmetric reaction of aldehydes and homophthalic anhydride

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Publication details

The article was received on 13 Jun 2017, accepted on 18 Jul 2017 and first published on 18 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC04596D
Citation: Chem. Commun., 2017,53, 8874-8877
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    A DFT mechanistic study of the organocatalytic asymmetric reaction of aldehydes and homophthalic anhydride

    C. Trujillo, I. Rozas, A. Botte and S. J. Connon, Chem. Commun., 2017, 53, 8874
    DOI: 10.1039/C7CC04596D

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