Issue 11, 2022

Asymmetric synthesis of chiral imidazolidines by merging copper and visible light-induced photoredox catalysis

Abstract

Chiral imidazolidine shows its potential in multiple fields. However, direct catalytic asymmetric construction of chiral imidazolidines is still limited. Herein, we report an effective chiral bisoxazoline copper-induced and photoredox-catalyzed strategy for the synthesis of chiral imidazolidines based on the decarboxylative radical coupling/cyclization reaction of simple glycine derivatives, aldehydes and imines. Various imidazolidines were conditionally accessed with high yields (up to 96%) and enantioselectivities (up to 95% ee). Furthermore, this strategy could also be applied in the synthesis of chiral vicinal diamines by varying the reaction conditions.

Graphical abstract: Asymmetric synthesis of chiral imidazolidines by merging copper and visible light-induced photoredox catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
22 Feb 2022
Accepted
14 Apr 2022
First published
26 Apr 2022

Org. Chem. Front., 2022,9, 2994-2999

Asymmetric synthesis of chiral imidazolidines by merging copper and visible light-induced photoredox catalysis

L. Dai, Q. Zhu, J. Zeng, Y. Liu, G. Zhong, X. Han and X. Zeng, Org. Chem. Front., 2022, 9, 2994 DOI: 10.1039/D2QO00303A

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