Figure 3: An anionic cascade reaction on a π-acidic surface. | Nature Communications

Figure 3: An anionic cascade reaction on a π-acidic surface.

From: Enolate chemistry with anion–π interactions

Figure 3

(a) The reaction of acetoacetate 17 with benzaldehyde 15 and piperidine proceeds by enolate formation (19), aldol condensation (20), elimination (21) and transesterification (22, 23) on a π-acidic surface (R=H). (b) Changes in the absorption spectra of the reaction mixture with increasing reaction time (increasing with increasing absorption of coumarin 14 at 435 nm). In-scale inset: same with 16 (or 18) instead of 17. Conditions: 100 mM 16–18, 300 mM 15, 10 mM piperidine, EtOH/CHCl3 1:1, room temperature.

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