Issue 6, 2022

Synthesis of chiral pyridine-oxazolines via a catalytic asymmetric Heine reaction of meso-N-(2-picolinoyl)-aziridines

Abstract

An asymmetric Heine reaction of (meso)-N-(2-picolinoyl)-aziridines catalyzed by a chiral ytterbium(III)–N,N′-dioxide complex was established. A novel library of pyridine-oxazolines was obtained with decent yields and enantioselectivities, which show potential as chiral ligands and Lewis base catalysts. Besides, based on the control experiments, a possible work mode was proposed.

Graphical abstract: Synthesis of chiral pyridine-oxazolines via a catalytic asymmetric Heine reaction of meso-N-(2-picolinoyl)-aziridines

Supplementary files

Article information

Article type
Research Article
Submitted
21 des. 2021
Accepted
26 jan. 2022
First published
28 jan. 2022

Org. Chem. Front., 2022,9, 1531-1535

Synthesis of chiral pyridine-oxazolines via a catalytic asymmetric Heine reaction of meso-N-(2-picolinoyl)-aziridines

Y. Li, W. Li, X. Tang, X. Liu and X. Feng, Org. Chem. Front., 2022, 9, 1531 DOI: 10.1039/D1QO01900G

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