A Four-Component Reaction Involving In Situ Generated Organometallic Reagents: Straightforward Access to β-Amino Esters

Authors

  • Dr. Erwan Le Gall,

    Corresponding author
    1. Electrochimie et Synthèse Organique, Institut de Chimie et des Matériaux Paris-Est, UMR 7182 CNRS-Université Paris-Est Créteil Val de Marne, 2-8 rue Henri Dunant, 94320 Thiais (France), Fax: (+33) (0)149781148
    • Electrochimie et Synthèse Organique, Institut de Chimie et des Matériaux Paris-Est, UMR 7182 CNRS-Université Paris-Est Créteil Val de Marne, 2-8 rue Henri Dunant, 94320 Thiais (France), Fax: (+33) (0)149781148
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  • Prof. Eric Léonel

    1. Electrochimie et Synthèse Organique, Institut de Chimie et des Matériaux Paris-Est, UMR 7182 CNRS-Université Paris-Est Créteil Val de Marne, 2-8 rue Henri Dunant, 94320 Thiais (France), Fax: (+33) (0)149781148
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Abstract

original image

Four in one: A straightforward synthesis of β2,3-amino esters is described through a new zinc-mediated, cobalt-catalyzed four-component reaction between organic bromides, alkyl acrylates, amines, and aldehydes (see scheme). Synthesis involves a Mannich-related conjugate addition/aza-aldol domino sequence, allowing the formation of three single bonds in one step. A reaction mechanism, emphasizing the crucial role of zinc salts, is described.

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