Abstract

The vinylogous Mannich reaction of N-tosyl-aldimines with Brassard diene proceeds at room temperature under catalyst-free conditions smoothly to give δ-amino-β-ketoesters (4b–l) in good to excellent yields, which are easily converted to piperidinediones at higher temperature. The two-step reactions could be combined in a one-pot process with toluene as a solvent and without the use of any catalyst for direct synthesis of piperidinediones (5).

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