Issue 4, 2021

Multi-component syntheses of 2-pyrrolines and organocatalytic asymmetric syntheses of functionalized chiral 2-pyrrolines

Abstract

The green and atom-economical synthesis of functionalized 2-pyrrolines has been achieved by carrying out the multi-component tandem [2 + 2 + 1] annulation reaction of simple and commercially available starting materials, namely, an aldehyde, glycine ester hydrochloride, and benzoylacetonitrile. In the presence of a catalytic amount of bifunctional chiral squaramide, the sequential one-pot annulation reaction provided a highly stereoselective way to construct fully substituted 2-pyrrolines containing two contiguous stereocenters, from imino esters with benzoylacetonitriles in good yields under mild conditions.

Graphical abstract: Multi-component syntheses of 2-pyrrolines and organocatalytic asymmetric syntheses of functionalized chiral 2-pyrrolines

Supplementary files

Article information

Article type
Research Article
Submitted
14 Oct 2020
Accepted
29 Dec 2020
First published
30 Dec 2020

Org. Chem. Front., 2021,8, 664-669

Multi-component syntheses of 2-pyrrolines and organocatalytic asymmetric syntheses of functionalized chiral 2-pyrrolines

Y. Zhong, X. Zhao, X. Zhao, D. Zhang, W. Li, S. Wei, F. Liu, J. Yu, G. Li and D. Wang, Org. Chem. Front., 2021, 8, 664 DOI: 10.1039/D0QO01267J

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