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Adamantyl aziridines via aza-Michael initiated ring closure (aza-MIRC) reaction

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Abstract An efficient one-pot synthesis of functionalized adamantylaziridines by aza-Michael initiated ring closure (aza-MIRC) reaction of 1-aminoadamantane with α-halogenated Michael acceptors is described. The reaction goes through an aza-Michael intermediate… Click to show full abstract

Abstract An efficient one-pot synthesis of functionalized adamantylaziridines by aza-Michael initiated ring closure (aza-MIRC) reaction of 1-aminoadamantane with α-halogenated Michael acceptors is described. The reaction goes through an aza-Michael intermediate that undergoes an intramolecular nucleophilic substitution. Expectedly, high pressure exerts a beneficial influence in the case of sterically hindered reagents.

Keywords: initiated ring; ring closure; aza; reaction; aza michael; michael initiated

Journal Title: Tetrahedron
Year Published: 2017

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