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Chem Commun (Camb). 2014 Mar 7;50(19):2462-4. doi: 10.1039/c3cc48993k. Epub 2014 Jan 23.

Expedient access to substituted 3-amino-2-cyclopentenones by dirhodium-catalyzed [3+2]-annulation of silylated ketene imines and enoldiazoacetates.

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  • 1Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20740, USA. mdoyle3@umd.edu.


In a reaction that proceeds under mild conditions with remarkable functional group tolerance, structurally diverse 3-amino-2-cyclopentenones bearing a quaternary carbon at the 4-position have been synthesized through a formal [3+2]-cycloaddition reaction of silylated ketene imines (SKIs) and enoldiazoaceates by dirhodium catalysis.

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