REVERSAL PHENOMENA OF THE PREFERENTIAL ACTIVATION OF ALDEHYDES TO THE CORRESPONDING ACETALS UNDER NON-BASIC CONDITIONS - THE CHEMOSELECTIVE ALDOL REACTION OF ALDEHYDES WITH TERT-BUTYLDIMETHYLSILYL ENOL ETHERS USING TBSCL-INCL3 AS A CATALYST

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.