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Issue 48, 2018
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Organocatalytic asymmetric synthesis of highly substituted pyrrolidines bearing a stereogenic quaternary centre at the 3-position

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Abstract

An organocatalytic asymmetric cascade reaction has been developed for the synthesis of highly substituted pyrrolidines having a stereogenic quaternary centre at the 3-position. N-Tosyl aminomethyl enone and trans-α-cyano-α,β-unsaturated ketone were utilized as the reaction partners in this method. Cinchonidine derived bifunctional amino-squaramide catalysts were the best to obtain the products in high enantio- and diastereoselectivities.

Graphical abstract: Organocatalytic asymmetric synthesis of highly substituted pyrrolidines bearing a stereogenic quaternary centre at the 3-position

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Publication details

The article was received on 25 Oct 2018, accepted on 21 Nov 2018 and first published on 22 Nov 2018


Article type: Communication
DOI: 10.1039/C8OB02648C
Citation: Org. Biomol. Chem., 2018,16, 9349-9353
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    Organocatalytic asymmetric synthesis of highly substituted pyrrolidines bearing a stereogenic quaternary centre at the 3-position

    S. Mukhopadhyay and S. C. Pan, Org. Biomol. Chem., 2018, 16, 9349
    DOI: 10.1039/C8OB02648C

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