Gansäuer Andreas, Dahmen Tobias
University of Bonn, Department of Organic Chemistry, Gerhard Domagk Straße 1, DE-53121 Bonn, Switzerland.
Chimia (Aarau). 2012;66(6):433-4. doi: 10.2533/chimia.2012.433.
Esters are of widespread use for protecting carboxylic acids in organic synthesis. However, methods to cleave esters often employ harsh conditions. Herein, we report a new and mild method for the reductive cleavage of 2,2,2-trichloroethylesters (TCE esters). Our radical method employs Cp(2)TiCl as an electron transfer catalyst and Zn dust as stoichiometric reducing agent. It avoids the use of strong Brønstedt-acids as well as aqueous conditions and can be carried out at room temperature.