title: Chemo- and Stereoselective Transition-Metal-Free Amination of Amides with Azides.
abstract: The synthesis of α-amino carbonyl/carboxyl compounds is a contemporary challenge in organic synthesis. Herein, we present a stereoselective α-amination of amides employing simple azides that proceeds under mild conditions with release of nitrogen gas. The amide is used as the limiting reagent, and through simple variation of the azide pattern, various differently substituted aminated products can be obtained. The reaction is fully chemoselective for amides even in the presence of esters or ketones and lends itself to preparation of optically enriched products.
authors.affiliation: Faculty of Chemistry, Institute of Organic Chemistry, University of Vienna , Währinger Strasse 38, 1090 Vienna, Austria.
authors.forename: Veronica
authors.initials: V
authors.lastname: Tona
authors.affiliation: Faculty of Chemistry, Institute of Organic Chemistry, University of Vienna , Währinger Strasse 38, 1090 Vienna, Austria.
authors.forename: Aurélien
authors.initials: A
authors.lastname: de la Torre
authors.affiliation: Faculty of Chemistry, Institute of Organic Chemistry, University of Vienna , Währinger Strasse 38, 1090 Vienna, Austria.
authors.forename: Mohan
authors.initials: M
authors.lastname: Padmanaban
authors.affiliation: Faculty of Chemistry, Institute of Organic Chemistry, University of Vienna , Währinger Strasse 38, 1090 Vienna, Austria.|Faculty of Chemistry, Institute of Theoretical Chemistry, University of Vienna , Währinger Strasse 17, 1090 Vienna, Austria.
authors.forename: Stefan
authors.initials: S
authors.lastname: Ruider
authors.affiliation: Faculty of Chemistry, Institute of Theoretical Chemistry, University of Vienna , Währinger Strasse 17, 1090 Vienna, Austria.
authors.forename: Leticia
authors.initials: L
authors.lastname: González
authors.affiliation: Faculty of Chemistry, Institute of Organic Chemistry, University of Vienna , Währinger Strasse 38, 1090 Vienna, Austria.
authors.forename: Nuno
authors.initials: N
authors.lastname: Maulide