Collision-induced dissociation study of stereospecific elimination processes of stereoisomeric phenylcyclohexanols and their derivatives upon electron ionization

The mass spectrometric behaviour of (1S,2R)‐, (1R,2R)‐, (1R,2S)‐ and (1S,2S)‐2‐[(S)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl]‐1‐spiro‐{4′[2′‐phenyl‐5′(4′H)‐oxazolone]} cyclopropane (2) and (1S,2R)‐, (1R,2R)‐, (1R,2S)‐ and (1S,2S)‐methyl‐1‐benzamido‐2‐[(S)‐2,2‐dimethyl‐1,3‐dioxolan‐4‐yl]cyclopropanecarboxylate (3) was studied under atmospheric pression ionization conditions and by multi‐stage mass spectrometric (MSn) experiments performed with an ion trap. Interestingly, by using methanol as solvent, compounds 2 lead to [M + H + CH3OH]+ ions which, as proved by collisional experiments, exhibit the same structure of the corresponding compound 3. MS/MS of [MH]+ ions allows a clear characterization of the different stereoisomers, which give rise to specific fragmentation pathways, rationalized with respect to the structure of the neutral molecules. Copyright © 2000 John Wiley & Sons, Ltd.

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Atmospheric pressure chemical ionization multi-stage mass spectrometry in the characterization of stereoisomeric synthons of cyclopropane amino acids

Cristoni¹,

Cativiela

Jiménez

et al. 2000

J. Mass Spectrom.

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Collision-induced dissociation study of stereospecific elimination processes of stereoisomeric phenylcyclohexanols and their derivatives upon electron ionization

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Atmospheric pressure chemical ionization multi-stage mass spectrometry in the characterization of stereoisomeric synthons of cyclopropane amino acids

Atmospheric pressure chemical ionization multi-stage mass spectrometry in the characterization of stereoisomeric synthons of cyclopropane amino acids

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