Photochemical reaction of β-ionone derivatives in the presence of oxygen. A convenient synthesis of substituted 1,2,4-trioxanes

This paper describes a simple and convenient method for the preparation of substituted 1,2,4-trioxanes. The scope of the one-pot photooxidation of β-ionones has been extended to include derivatives bearing additional functionalities in the beta-ionone ring. The relative stereochemistry of the produc...

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Veröffentlicht in:Canadian journal of chemistry 1999-02, Vol.77 (2), p.237-242
Hauptverfasser: Mischne, Mirta P, Huber, Silvia N, Zinczuk, Juan
Format: Artikel
Sprache:eng
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Zusammenfassung:This paper describes a simple and convenient method for the preparation of substituted 1,2,4-trioxanes. The scope of the one-pot photooxidation of β-ionones has been extended to include derivatives bearing additional functionalities in the beta-ionone ring. The relative stereochemistry of the products has been established by analysis of 1 H and 13 C NMR spectra.Key words: 1,2,4-trioxanes, photooxidation, cyclic peroxides, tetrahydrobenzopyranes, antimalarials.
ISSN:0008-4042
1480-3291
DOI:10.1139/v99-001