Ton, Thi My Uyen Tejo, Ciputra Ling Ying Tiong, Diane Wai Hong Chan, Philip Copper(II) Triflate Catalyzed Amination and Aziridination of 2-Alkyl Substituted 1,3-Dicarbonyl Compounds A method to prepare α-acyl-β-amino acid and 2,2-diacyl aziridine derivatives efficiently from Cu­(OTf)<sub>2</sub> + 1,10-phenanthroline (1,10-phen)-catalyzed amination and aziridination of 2-alkyl substituted 1,3-dicarbonyl compounds with PhINTs is described. By taking advantage of the orthogonal modes of reactivity of the substrate through slight modification of the reaction conditions, a divergence in product selectivity was observed. In the presence of 1.2 equiv of the iminoiodane, amination of the allylic CH bond of the enolic form of the substrate, formed in situ through coordination to the Lewis acidic metal catalyst, was found to selectively occur and give the β-aminated adduct. On the other hand, increasing the amount of the nitrogen source from 1.2 to 2–3 equiv was discovered to result in preferential formal aziridination of the CC bond of the 2-alkyl substituent of the starting material and formation of the aziridine product. 1.2 equiv;adduct;Dicarbonyl;coordination;allylic;material;substituent;compound;CompoundsA;substrate;aziridine product;bond;orthogonal modes;Substituted;Triflate;method;Alkyl;divergence;phen;product selectivity;formation;Catalyzed;iminoiodane;alkyl;Lewis acidic metal catalyst;phenanthroline;presence;Aziridination;reaction conditions;aminated;diacyl;acyl;aziridination;nitrogen source;derivative;Cu;PhI;dicarbonyl;reactivity;Amination;modification;enolic form;amination 2012-05-02
    https://acs.figshare.com/articles/journal_contribution/Copper_II_Triflate_Catalyzed_Amination_and_Aziridination_of_2_Alkyl_Substituted_1_3_Dicarbonyl_Compounds/2526772
10.1021/ja301415k.s001