K-10-Catalyzed Highly Diastereoselective Synthesis of Aziridines

Abstract

A new solid acid-catalyzed method was developed for the stereoselective preparation of cis-aziridines from imines and ethyl diazoacetate using montmorillonite K-10 as catalyst. The reactions proceeded readily at room temperature in short reaction times, providing the products in excellent yields (90%) and exclusive selectivity.

3-Arylaziridine-2-carboxylic Acid Derivatives and (3-Arylaziridin-2-yl)ketones: The Aziridination Approaches

“…The montmorillonite K-10 catalysis in imine-EDA aziridine-forming reaction is characterised by high cis-selectivity and good yields (15 examples). The demonstrated procedure is very simple, namely, reactions were performed at room temperature with EDA as solvent [49]. A similar method with LiClO 4 catalysis allows to obtain broad spectrum (18 examples) of 3-aryl aziridine esters cis-1a at room temperature in acetonitrile over 4.5-7.5 h at >75% chemical yields and good stereoselectivity [50].…”