A novel de-O-chloroacetylation reagent: 1-seleonocarbamoylpiperidine

1-Selenocarbamoylpiperidine 2 chemoselectively cleaves the O-chloroacetyl group in the presence of other acyl groups such as acetyl, pivaloyl, and Fmoc without the assistance of a base. The high lipophilicity of 2 allowed us to use 1,4-dioxane, THF, and DMF as reaction solvents, thereby enabling dechloroacetylation at high temperature. A comparative experiment with other dechloroacetyl reagents showed that selenourea 2 has a high potential as a dechloroacetylation reagent.