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

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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