Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides

Abstract

Ethylenediamine-derived β-enamino amides are used as equivalents of amide enolate synthons in C-acylation reactions with N-protected amino acids. Domino fragmentation of the obtained intermediates leads to functionalised β-keto amides, bearing a protected amino group in their side chain.

Keywords

• amino acids
• C-acylation
• domino reaction
• enamines
• enaminones
• keto amides
• retro-Mannich