Alkylation of nonstabilized aziridinylmagnesiums catalyzed by Cu(I) iodide: a new synthesis of amines, including optically active form, bearing a quaternary chiral center
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Acknowledgements
This work was supported by a Grant-in-Aid for Scientific Research No. 11640545 from the Ministry of Education, Science, Sports, and Culture, Japan, which is gratefully acknowledged.
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Copper-catalyzed synthesis of aziridines
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2001, Progress in Heterocyclic ChemistryCitation Excerpt :Silyl-substituted aziridines 160 are attacked by hydrogen halides to furnish the corresponding haloamine compound (161) <00JCS(P1)439>. Sulfinyl aziridines (162) were found to undergo a clean metallation by ethyl Grignard with loss of the sulfoxide moiety to give the aziridinyl anions 163, which in turn can be alkylated in the presence of copper(I) iodide to give new elaborated products (164) with the heterocyclic nucleus intact <00TL6495>. Vinyl and alkynyl aziridines exhibit particularly interesting chemistry in the presence of palladium catalysts.
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