Sánchez Pérez, DanielBastida, DavidBurés Amat, JordiIsart Garriga, CarlesPineda, OriolVilarrasa i Llorens, Jaume2020-05-052020-05-052012-01-061523-7060https://hdl.handle.net/2445/158643Equilibria between carbonyl compounds and their enamines (from O-TBDPS-derived prolinol) have been examined by NMR spectroscopy in DMSO-d 6. By comparing the exchange reactions between pairs (enamine A + carbonyl B → carbonyl A + enamine B), a quite general scale of the tendency of carbonyl groups to form enamines has been established. Aldehydes quickly give enamines that are relatively more stable than those of ketones, but there are exceptions to this expected rule; for example, 1,3-dihydroxyacetone acetals or 3,5-dioxacyclohexanones (2-phenyl-1,3-dioxan-5-one and 2,2-dimethyl-1,3- dioxan-5-one) show a greater tendency to afford enamines than many α-substituted aldehydes4 p.application/pdfeng(c) American Chemical Society , 2012Reaccions d'addicióCompostos carbonílicsEnaminesEspectroscòpia de ressonància magnètica nuclearAddition reactionsCarbonyl compoundsEnaminesNuclear magnetic resonance spectroscopyRelative tendency of carbonyl compounds to form enaminesinfo:eu-repo/semantics/article6111842020-05-05info:eu-repo/semantics/openAccess