Reversal Phenomena of the Preferential Activation of Aldehydes to the Corresponding Acetals under Non-Basic Conditions. The Chemoselective Aldol Reaction of Aldehydes with <i>t</i>-Butyldimethylsilyl Enol Ethers Using TBSCl–INCl3 as a Catalyst

Abstract

Abstract In the presence of a catalytic amount of t-butyldimethylsilyl chloride (TBSCl) and indium(III) chloride (InCl3), aldehydes smoothly react with t-butyldimethylsilyl enol ethers to afford the corresponding aldol adducts in good yields whereas acetals do not react under the same reaction conditions.