N2O4/SiO2 system as an efficient reagent for rapid and chemoselective conversion of trimethylsilyl ethers to the parent alcohols under nonaqueous conditions

Abstract

N2O4 was easily impregnated on silica gel to give a stable heterogeneous reagent N2O4/SiO2 (I). Chemoselective deprotection of trimethylsilyl ethers to the corresponding alcohols was achieved in the presence of I in CH2Cl2 in excellent yields. The stability, easy preparation and high selectivity of the reagent make this method as a useful procedure for the selective deprotection of TMS ethers at room temperature.