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A DFT mechanistic study of the organocatalytic asymmetric reaction of aldehydes and homophthalic anhydride.
Chemical Communications : Chem Comm 2017 August 4
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.
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