Useful Dethioacetalization with Soft Acid Metal Salts : Thallium Trinitrate and Mercuric Perchlorate

Abstract

Dethioacetalization with thallium trinitrate (TTN) was tried on thioacetals 3-13, and good results were obtained. Then, the utility of co-solvents to be used with methanol was checked, and a wide range of co-solvents were shown to be available. The mechanism was also discussed. Subsequently, dethioacetalization with mercuric perchlorate was found to be another excellent method. This procedure provided a great success for the dethioacetalization of compounds 4 and 11 which was not successful by the TTN procedure.