Issue 48, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
25 Oct 2018
Accepted
21 Nov 2018
First published
22 Nov 2018

Org. Biomol. Chem., 2018,16, 9349-9353

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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