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Communication | Special issue | Vol 39, No. 2, 1994, pp.477-484
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S(B)72
Mass Spectral Fragmentation of Orellanine and Its Tetramethyl Ether with Regard to Their Facile Thermal and Photochemical Deoxygenation

Wieslaw Z. Antkowiak,* Róza Antkowiak, Elzbieta Wyrzykiewicz, and Grzegorz Czerwinski

*Facluty of Chemistry, Adam Mickiewicz University, ul. Grunwaldzka 6, 60-780 Poznán, Poland

Abstract

The Elms fragmentation of orellanine, its tetramethyl ether, and orelline were investigated. Fragmentation pathways, the elucidation of which was assisted by accurate mass measurements and metastable transitions, are proposed. A mechanism of the facile N-oxide oxygen elimination as ˙OH or ˙OCH3 found to be a primary process is discussed.