Abstract

The collisional activation mass spectra of enolates R1R2CO2R3(R1, R2, and R3 are alkyl) show a variety of competitive fragmentations including the losses of H2, R3˙, (R3O – H), and (R3O + H) together with the formation of R3O– and R1CCO–. Deuterium labelling has been used to aid elucidation of mechanistic pathways. In one case, the elimination of R3OH from Et2CO2R3, the reaction involves prior hydrogen rearrangement before elimination of the alcohol.

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