Issue 18, 2022

Stereoselective synthesis of the isoxazolidine ring via manganese(iii)-catalysed aminoperoxidation of unactivated alkenes using molecular oxygen in air under ambient conditions

Abstract

In this study, we developed a route for the tris(mono-ferrocene-functionalised β-diketonato) manganese(III)-complex catalysed diastereoselective oxygenative aminoperoxidation of unactivated alkenes using molecular oxygen in air. In the reaction, ethanol is used as a solvent, and it proceeds at room temperature under open air. Due to its wide range of substrate scope, functional tolerance, simple operation and mild and environmentally friendly conditions, the reaction is a promising synthetic approach for synthesising valuable isoxazolidine rings as not only privileged structures in natural products but also versatile synthons for 1,3-amino alcohols.

Graphical abstract: Stereoselective synthesis of the isoxazolidine ring via manganese(iii)-catalysed aminoperoxidation of unactivated alkenes using molecular oxygen in air under ambient conditions

Supplementary files

Article information

Article type
Paper
Submitted
10 Jun 2022
Accepted
15 Aug 2022
First published
31 Aug 2022

Green Chem., 2022,24, 7162-7170

Stereoselective synthesis of the isoxazolidine ring via manganese(III)-catalysed aminoperoxidation of unactivated alkenes using molecular oxygen in air under ambient conditions

D. Yamamoto, I. Hirano, Y. Narushima, M. Soga, H. Ansai and K. Makino, Green Chem., 2022, 24, 7162 DOI: 10.1039/D2GC02205B

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