Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2. Oscar R. Suárez-Castillo, Luis Alberto Montiel-Ortega, Myriam Meléndez-Rodríguez, Maricruz Sánchez-Zavala. DOI: http://dx.doi.org/10.1016/j.tetlet.2006.11.024
An efficient, simple protocol for the selective cleavage of a variety of N-alkoxycarbonyl protecting groups by t-BuNH2/MeOH is described. The scope of the procedure was explored for a series of indole, aniline and pyrrolidine carbamate derivatives containing other potentially reactive functional groups affording a clean cleavage of the carbamate group.