Ch. Lin et al., The synthesis and hydrolysis of dimethyl acetals catalyzed by sulfated metal oxides. An efficient method for protecting carbonyl groups, CATAL LETT, 73(2-4), 2001, pp. 121-125
Sulfated metal oxides including SO42-/ZrO2, SO42-/TiO2, SO42-/HfO2, SO42-/F
e2O3, SO42-/SnO2, and SO42-/Al2O3 were highly efficient catalysts for the r
eaction of aldehydes and ketones with trimethyl orthoformate producing dime
thyl acetals under mild reaction conditions. At room temperature, dimethyl
acetal yields of 83-100% were obtained for the five carbonyl compounds chos
en. These mesoporous solid acids also effectively catalyzed the hydrolysis
of dimethyl acetal to regenerate the original carbonyl compounds in aqueous
acetone. They not only provided an effective method for synthesizing dimet
hyl acetals of larger molecular size but also acted as a versatile catalyst
for protecting and deprotecting carbonyl groups during organic synthesis.