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Stereoselective synthesis of the isoxazolidine ring via manganese(iii)-catalysed aminoperoxidation of unactivated alkenes using molecular oxygen in air under ambient conditions†
Daisuke Yamamoto,Issei Hirano,Yuki Narushima,Masayuki Soga,Hiromasa Ansai,Kazuishi Makino
Green Chemistry Pub Date : 08/31/2022 00:00:00 , DOI:10.1039/D2GC02205B
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
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