Artículos de revistas
Formal gas-phase polar [4+1(+)] cycloaddition of ionized methylene to alpha-dicarbonyl compounds: synthesis of 2-unsubstituted 1,3-dioxoles
Registro en:
Journal Of Mass Spectrometry. John Wiley & Sons Ltd, v. 41, n. 6, n. 735, n. 740, 2006.
1076-5174
WOS:000238867300004
10.1002/jms.1029
Autor
Meurer, EC
Cabrini, LG
Gozzo, FC
Eberlin, MN
Institución
Resumen
Ion/molecule reactions of +CH2OCH2 with alpha-dicarbonyl compounds were performed via pentaquadrupole mass spectrometry. Besides the previously known [3(+) + 2] 1,3-cycloaddition reaction that forms cyclic 1,3-dioxonium ions, an unprecedented reaction proceeding formally by [4 + 1(+)] cycloaddition of ionized methylene (CH2+) to the alpha-dicarbonyl compounds occurs competitively, leading to the gas-phase synthesis of several ionized 2-unsubstituted 1,3-dioxoles. This novel cycloaddition reaction may therefore be added to the set of methods available for the synthesis of 1,3-dioxoles. Copyright (c) 2006 John Wiley & Sons, Ltd. 41 6 735 740