Wz. Antkowiak et al., MASS-SPECTRAL FRAGMENTATION OF ORELLANINE AND ITS TETRAMETHYL ETHER WITH REGARD TO THEIR FACILE THERMAL AND PHOTOCHEMICAL DEOXYGENATION, Heterocycles, 39(2), 1994, pp. 477-484
The Elms fragmentation of orellanine, its tetramethyl ether, and orell
ine were investigated. Fragmentation pathways, the elucidation of whic
h was assisted by accurate mass measurements and metastable transition
s, are proposed. A mechanism of the facile N-oxide oxygen elimination
as (OH)-O-. or (OCH3)-O-. found to be a primary process is discussed.