N₂O₄/SiO₂System as an Efficient Reagent for Rapid and Chemoselective Conversion of Trimethylsilyl Ethers to the Parent Alcohols under Nonaqueous Conditions

M.A. Zolfigol^a,, I. Mohammadpoor-Baltork^b and M. Shiri^a*

^aFaculty of Chemistry, Bu-Ali Sina University, Hamaden, 6517838683, Iran
^bChemistry Department, College of Sciences, Esfahan University, Esfahan, 81744, Iran

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 Iin CH₂Cl₂in 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.

Keywords: Dinitrogen tetroxide, Silica gel, Deprotection, Trimethylsilyl ethers, Tetrahydropyranyl ethers, Alcohols

N2O4/SiO2 System as an Efficient Reagent for Rapid and Chemoselective Conversion of Trimethylsilyl Ethers to the Parent Alcohols under Nonaqueous Conditions

M.A. Zolfigola,*, I. Mohammadpoor-Baltorkb and M. Shiria

aFaculty of Chemistry, Bu-Ali Sina University, Hamaden, 6517838683, Iran bChemistry Department, College of Sciences, Esfahan University, Esfahan, 81744, Iran

N₂O₄/SiO₂System as an Efficient Reagent for Rapid and Chemoselective Conversion of Trimethylsilyl Ethers to the Parent Alcohols under Nonaqueous Conditions

M.A. Zolfigol^a,, I. Mohammadpoor-Baltork^b and M. Shiri^a*

^aFaculty of Chemistry, Bu-Ali Sina University, Hamaden, 6517838683, Iran
^bChemistry Department, College of Sciences, Esfahan University, Esfahan, 81744, Iran