Reductive Cleavage of 2,2,2-Trichloroethyl Esters by Titanocene Catalysis

Authors

  • Andreas Gansäuer University of Bonn, Department of Organic Chemistry, Gerhard Domagk Straße 1, DE-53121 Bonn, Switzerland
  • Tobias Dahmen

DOI:

https://doi.org/10.2533/chimia.2012.433

Keywords:

Catalysis, Protecting groups, Radicals, Synthesis, Titanocenes

Abstract

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 Cp2TiCl 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.

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Published

2012-06-27

Issue

Section

Scientific Articles