Issue 22, 2024

Well-defined chiral dinuclear copper-catalyzed tandem asymmetric propargylic amination–carboxylative cyclization sequence toward chiral 2-oxazolidinone derivatives

Abstract

We report a novel strategy for the synthesis of chiral 2-oxazolidinones via a dinuclear copper-catalyzed asymmetric propargylic amination–carboxylative cyclization sequence of propargylic esters with nucleophilic alkyl amines under ambient pressure of carbon dioxide. A variety of chiral 2-oxazolidinones featuring an exocyclic methylene moiety was obtained in good yields with high enantioselectivities via a one-pot operation.

Graphical abstract: Well-defined chiral dinuclear copper-catalyzed tandem asymmetric propargylic amination–carboxylative cyclization sequence toward chiral 2-oxazolidinone derivatives

Supplementary files

Article information

Article type
Research Article
Submitted
25 Jul 2024
Accepted
14 Sep 2024
First published
18 Sep 2024
This article is Open Access
Creative Commons BY-NC license

Org. Chem. Front., 2024,11, 6319-6326

Well-defined chiral dinuclear copper-catalyzed tandem asymmetric propargylic amination–carboxylative cyclization sequence toward chiral 2-oxazolidinone derivatives

Y. Lan, P. Liu, Z. Fang, L. Shao, Q. Cai and X. Wang, Org. Chem. Front., 2024, 11, 6319 DOI: 10.1039/D4QO01368A

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