Issue 38, 2021

Asymmetric copper-catalyzed propargylic amination with amine hydrochloride salts

Abstract

The highly enantioselective copper-catalyzed propargylic amination of propargylic esters with amine hydrochloride salts has been realized for the first time using copper salts with chiral N,N,P-ligands. This method features a broad substrate scope and wide functional group tolerance, generating propargylic amines in good to excellent yields with high enantioselectivities (up to 99% ee). The utility of the approach was demonstrated by late-stage functionalization of marketed pharmaceuticals.

Graphical abstract: Asymmetric copper-catalyzed propargylic amination with amine hydrochloride salts

Supplementary files

Article information

Article type
Communication
Submitted
04 Feb 2021
Accepted
06 Apr 2021
First published
07 Apr 2021

Chem. Commun., 2021,57, 4674-4677

Asymmetric copper-catalyzed propargylic amination with amine hydrochloride salts

J. Huang, H. Kong, S. Li, R. Zhang, H. Qian, D. Li, J. He, Y. Zheng and H. Xu, Chem. Commun., 2021, 57, 4674 DOI: 10.1039/D1CC00663K

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