Conversion of a Ketone to a Geminal Bisacetamide: Synthesis of 1,1-Bisacetamidocyclohexane

Abstract

Abstract The synthesis of the title compound (6) is described. A key step in the novel sequence is the Hofmann rearrangement of an α,α-dialkyl-α-aminocarboxamide mediated by hypervalent iodine reagent. Keywords: BisamideAminalKetoaminal Acknowledgments Financial support, managed by Dr. Judah Goldwasser, of the Office of Naval Research is gratefully acknowledged. MCD and DJS thank the American Society for Engineering Education (Washington, DC) for their research fellowship program.