One-Pot Sequential Reaction using Resin-Supported Acid and Base Catalysts

Significance

A one-pot sequential reaction including enantioselective aldol condensation with resin-supported catalysts was demonstrated. Thus, amberlite IR-120-catalyzed deprotection of 2-nitrobenzaldehyde dimethyl acetal followed by tripeptide 1-catalyzed aldol reaction with acetone gave the aldol product in 89% yield with 73% ee. The resin-supported catalysts were reused six times without any loss of catalytic activity and enantioselectivity (see table in scheme).